ChemicalBook >> CAS DataBase List >>(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester structure

CAS No.: 361440-67-7

Chemical Name:: (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

Synonyms: SGB;Saxagliptin int;DGSX;MXR7;SDYS;SGBS;OCI-5;SGBS1;GTR2-2;UNQ873

CBNumber:: CB22485094

Molecular Formula:: C11H18N2O3

Molecular Weight:: 226.27

MDL Number:: MFCD13151933

MOL File:: 361440-67-7.mol

MSDS File:: SDS

Last updated:2025-09-29 12:19:21

Product description	Number	Pack Size	Price
N-Boc-L-cis-4,5-Methanoprolineamide	B657255	1g	$140
N-Boc-L-cis-4,5-Methanoprolineamide	B657255	2.5g	$305
(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester	FA15799	25g	$400
(1S,3S,5S)-2-Boc-3-carbamoyl-2-azabicyclo[3.1.0]hexane 97% ee	AS38996	25g	$536
(1S,3S,5S)-2-Boc-2-azabicyclo[3.1.0]hexane-3-carboxamide 95+%	A13959	50g	$700
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(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester Properties

Boiling point	388.9±21.0 °C(Predicted)
Density	1.228
storage temp.	2-8°C
pka	16.00±0.20(Predicted)
Appearance	White to off-white Solid
InChI	InChI=1S/C11H18N2O3/c1-11(2,3)16-10(15)13-7-4-6(7)5-8(13)9(12)14/h6-8H,4-5H2,1-3H3,(H2,12,14)/t6-,7-,8-/m0/s1
InChIKey	VLAGXRRGXCNITB-FXQIFTODSA-N
SMILES	[C@@]12([H])[C@@]([H])(C1)C[C@@H](C(N)=O)N2C(OC(C)(C)C)=O

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319-H335
Precautionary statements	P261-P305+P351+P338

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester price More Price(27)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
TRC	B657255	N-Boc-L-cis-4,5-Methanoprolineamide	361440-67-7	1g	$140	2021-12-16	Buy
TRC	B657255	N-Boc-L-cis-4,5-Methanoprolineamide	361440-67-7	2.5g	$305	2021-12-16	Buy
Biosynth Carbosynth	FA15799	(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester	361440-67-7	25g	$400	2021-12-16	Buy
Activate Scientific	AS38996	(1S,3S,5S)-2-Boc-3-carbamoyl-2-azabicyclo[3.1.0]hexane 97% ee	361440-67-7	25g	$536	2021-12-16	Buy
Synthonix	A13959	(1S,3S,5S)-2-Boc-2-azabicyclo[3.1.0]hexane-3-carboxamide 95+%	361440-67-7	50g	$700	2021-12-16	Buy

Product number	Packaging	Price	Buy
B657255	1g	$140	Buy
B657255	2.5g	$305	Buy
FA15799	25g	$400	Buy
AS38996	25g	$536	Buy
A13959	50g	$700	Buy

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester Chemical Properties,Uses,Production

Uses

N-Boc-L-cis-4,5-Methanoprolineamide is an intermediate used to prepare methanoprolinenitrile-contg. dipeptide mimetics as DPP-IV inhibitors and as antidiabetic agents.

Synthesis

(1S,3S,5S)-2-(TERT-BUTOXYCARBONYL)-2-AZABICYCLO[3.1.0]HEXANE-3-CARBOXYLIC ACID

197142-36-2

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

361440-67-7

At -15°C, (1S,3S,5S)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid (1.2 g) was dissolved in THF (20 ml) and 4-methylmorpholine (710 μl) was added. Subsequently, isobutyl chloroformate (780 μl) was added slowly over a period of 5 min and stirring was continued at this temperature for 30 min. The reaction system was cooled to -30°C and aqueous ammonia solution (25 ml, 0.5 M) dissolved in dioxane was slowly added. The reaction mixture was stirred at -30 °C for 30 min and then gradually warmed to room temperature and continued stirring overnight. After completion of the reaction, the pH was adjusted to 4.5 with 10% aqueous citric acid solution and extracted with ether (3 x 50 ml). The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. Finally, purification by silica gel column chromatography (eluent: cyclohexane/ethyl acetate, 1:10) afforded the target product (1S,3S,5S)-tert-butyl (1.0 g, 84% yield, MNa+ = 248) of (1S,3S,5S)-3-(aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate.

References

[1] Journal of Medicinal Chemistry, 2004, vol. 47, # 10, p. 2587 - 2598
[2] Patent: WO2006/116157, 2006, A2. Location in patent: Page/Page column 114-116
[3] Patent: EP2272825, 2015, B1. Location in patent: Paragraph 0182; 0183
[4] Patent: CN106928124, 2017, A. Location in patent: Paragraph 0037; 0095-0100

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester synthesis

Synthesis of (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester from 1H-Pyrrole-1-carboxylic acid, 2-(aMinocarbonyl)-2,3-dihydro-, 1,1-diMethylethyl ester, (2S)- and Tetramethylammonium trifluoromethanesulfonate

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester Preparation Products And Raw materials

Raw materials

1H-Pyrrole-1-carboxylic acid, 2-(aMinocarbonyl)-2,3-dihydro-, 1,1-diMethylethyl ester, (2S)- (1S,3S,5S)-2-(TERT-BUTOXYCARBONYL)-2-AZABICYCLO[3.1.0]HEXANE-3-CARBOXYLIC ACID Tetramethylammonium trifluoromethanesulfonate Diiodomethane Dibromomethane

Ammonia Tetrahydrofuran 1,4-Dioxane Isobutyl chloroformate 4-Methylmorpholine

1of2

Preparation Products

(1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carboxamide methanesulfonate

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester Suppliers

Global( 322)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Shanghai Rochi Pharmaceutical Co.,Ltd.	21-38751876 +8615000076078	info@rochipharma.com	China	505	58
Hebei Chuanghai Biotechnology Co., Ltd	+8615350571055	Sibel@chuanghaibio.com	China	8770	58
Sichuan Zhuoyu Yantang Technology Co., Ltd.	+8613288715578	sales@sichuanzyyt.com	China	12217	58
Henan Bao Enluo International TradeCo.，LTD	+86-17331933971	deasea125996@gmail.com	China	2472	58
Hangzhou ICH Biofarm Co., Ltd	+86-0571-28186870; +undefined8613073685410	sales@ichemie.com	China	1014	58
Capot Chemical Co.,Ltd.	+86-（0）57185586718; +8613336195806	sales@capot.com	China	29735	60
Beijing Cooperate Pharmaceutical Co.,Ltd	010-60279497	sales01@cooperate-pharm.com	CHINA	1803	55
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21615	55
Shanghai Time Chemicals CO., Ltd.	+86-021-57951555 +8617317452075	jack.li@time-chemicals.com	China	1803	55
Shanghai Yingrui Biopharma Co., Ltd.	+86-21-33585366 - 03@	sales03@shyrchem.com	CHINA	738	60

Supplier	Advantage
Shanghai Rochi Pharmaceutical Co.,Ltd.	58
Hebei Chuanghai Biotechnology Co., Ltd	58
Sichuan Zhuoyu Yantang Technology Co., Ltd.	58
Henan Bao Enluo International TradeCo.，LTD	58
Hangzhou ICH Biofarm Co., Ltd	58
Capot Chemical Co.,Ltd.	60
Beijing Cooperate Pharmaceutical Co.,Ltd	55
Henan Tianfu Chemical Co.,Ltd.	55
Shanghai Time Chemicals CO., Ltd.	55
Shanghai Yingrui Biopharma Co., Ltd.	60

View Lastest Price from (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2025-11-14	(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester 361440-67-7	US $10.00 / KG	1KG	98	1KG	Hebei Chuanghai Biotechnology Co., Ltd
2025-09-29	UNQ873 361440-67-7	US $0.00 / kg	1kg	98%	1000kg	Shaanxi Dideu New Materials Co. Ltd
2025-08-26	(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester 361440-67-7	US $50.00 / KG	25KG	98	200ton	Sichuan Zhuoyu Yantang Technology Co., Ltd.

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester
361440-67-7
US $10.00 / KG
98
Hebei Chuanghai Biotechnology Co., Ltd

UNQ873
361440-67-7
US $0.00 / kg
98%
Shaanxi Dideu New Materials Co. Ltd

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester
361440-67-7
US $50.00 / KG
98
Sichuan Zhuoyu Yantang Technology Co., Ltd.

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester Spectrum

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester(361440-67-7)¹HNMR

361440-67-7((1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester)Related Search:

Xylene Acetyl chloride Boc-3-Hydroxy-1-adamantyl-D-glycine

(1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester (1S,3S,5S)-3-(AMinocarbonyl)-2-azabicylo[3.1.0]hexane-2-carboxylic acid tert-butyl ester (1S,3S,5S)-3-(AMinocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid (1S,3S,5S)-tert-butyl 3-carbaMoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate N-Boc-L-cis-4,5-MethanoprolineaMide (1S,3S,5S)-3-(AMinocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl este 2-Azabicyclo[3.1.0]hexane-2-carboxylic acid, 3-(aminocarbonyl)-, 1,1-dimethylethyl ester, (1S,3S,5S)- Saxagliptin INT 2 tert-butyl(1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate (1S,3S,5S)-2-(tert-butyl)-2-azabicyclo[3.1.0]hexane-3-carboxamide -tert-Butyl 3-carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate (1S,3S,5S)-2-Boc-2-azabicyclo-[3.1.0]hexane-3-carboxamide (1S,3S,5S)-3-Aminocarbonyl-2-Azabicyclo[3.1.0]Hexane-2-Carboxylicacid,1,1-Dimethylethyl Ester EOS-60426 N-Boc-cis-4,5-Methano-L-prolinamide ABHB (1S,3S,5S)-tert-butyl 3-carbamoyl-2-aza-bicyclo[3.1.0]hexane-2-carboxylate (1S, 3S, 5S) -3- (amino-carbonyl) -2-azabicyclic [3.1.0] hexane-2-tert-butyl carboxylate (1S,3S,5S)-3-(AMINOCARBONYL)-2-AZABICYCLO[3.1.0]HEXANE-2-CARBOXYLIC ACID TERT-BUTYL ESTER1S SAXAGLIPTIN CAS 3611442-04-8 INTERMEDIATES (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester(For export only) (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester ISO 9001：2015 REACH (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acidd tert-butyl ester (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-car... Saxagliptin Impurity 40 C11H18N2O3 (1S,3S,5S)-3-(Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester 361440-67-7 SGB Saxagliptin int (1S,3S,5S)-3-(Aminocarbonyl)-2-Azabicyclo[3.1.0]Hexane-2-Carboxylic Acid Tert-Butyl Ester / Saxagliptin Intermediate (Aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester 1,1-Dimethylethyl (1S,3S,5S)-3-(aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate (1S, 3S, 5S) -3- (aminocarbonyl) -2-azabicyclic - [3.1.0] hexane-2-carboxylic acid tert butyl ester DGSX GTR2-2 MXR7 OCI-5 SDYS SGBS SGBS1 (1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hexane-2-carboxylate tert-butyl ester Sacubitril Impurity 93 C20orf153 PRO1891 UNQ873 （C11H18N2O3，226.27） (1S,3S,5S)-2-Boc-2-azabicyclo[3.1.0]hexane-3-carboxamide - [A13959] 361440-67-7