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(R)-N-Fmoc-2-(7'-octenyl) alanine

(R)-N-Fmoc-2-(7'-octenyl) alanine structure

CAS No.: 945212-26-0

Chemical Name:: (R)-N-Fmoc-2-(7'-octenyl) alanine

Synonyms: Fmoc-R8-OH;-N-Fmoc-2-(7-octenyl);FMoc-α-Me-D-Gly(Octenyl)-OH;Fmoc-alpha-Octenyl-L-Ala-OH;Fmoc-(R)-2-(7-octenyl)Ala-OH;Fmoc-(R)-2-(7-octeny1)Ala-OH;Fmoc-(R)-2-(7-octenyl)alanine;(R)-N-Fmoc-A-(7-Octenyl)Alanine;(R)-N-Fmoc-α-(7-Octenyl)Alanine;(R)-N-Fmoc-2-(7'-octenyl) alanine

CBNumber:: CB72485701

Molecular Formula:: C26H31NO4

Molecular Weight:: 421.53

MDL Number:: MFCD12925761

MOL File:: 945212-26-0.mol

Last updated:2025-09-25 17:15:13

Product description	Number	Pack Size	Price
Fmoc-(R)-2-(7-octenyl)Ala-OH	F6562	1g	$643
Fmoc-(R)-2-(7-octenyl)Ala-OH	F6562	5g	$1630
(2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-9-decenoicAcid	F462505	5g	$1175
(2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-9-decenoicAcid	F462505	500mg	$145
(R)-N-Fmoc-2-(7-octenyl)Alanine 98.85%	CS-W006886	100mg	$74
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(R)-N-Fmoc-2-(7'-octenyl) alanine Properties

Boiling point	588.3±45.0 °C(Predicted)
Density	1.140
storage temp.	-20°C
form	liquid
pka	3.94±0.41(Predicted)
color	pale yellow
InChIKey	MADFVGMQNXRFAF-AREMUKBSSA-N
SMILES	C(O)(=O)[C@@](NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O)(C)CCCCCCC=C
UNSPSC Code	12352209
NACRES	NA.26

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS09
Signal word	Warning
Hazard statements	H400
Precautionary statements	P273
Hazard Codes	N
Risk Statements	50
Safety Statements	61
RIDADR	UN 3077 9 / PGIII
WGK Germany	3
TSCA	No
HazardClass	9
HS Code	2922498590
Limited Quantities	5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities	Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

(R)-N-Fmoc-2-(7'-octenyl) alanine price More Price(28)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	F6562	Fmoc-(R)-2-(7-octenyl)Ala-OH	945212-26-0	1g	$643	2025-07-31	Buy
Sigma-Aldrich	F6562	Fmoc-(R)-2-(7-octenyl)Ala-OH	945212-26-0	5g	$1630	2025-07-31	Buy
TRC	F462505	(2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-9-decenoicAcid	945212-26-0	5g	$1175	2021-12-16	Buy
TRC	F462505	(2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-9-decenoicAcid	945212-26-0	500mg	$145	2021-12-16	Buy
ChemScene	CS-W006886	(R)-N-Fmoc-2-(7-octenyl)Alanine 98.85%	945212-26-0	100mg	$74	2021-12-16	Buy

Product number	Packaging	Price	Buy
F6562	1g	$643	Buy
F6562	5g	$1630	Buy
F462505	5g	$1175	Buy
F462505	500mg	$145	Buy
CS-W006886	100mg	$74	Buy

(R)-N-Fmoc-2-(7'-octenyl) alanine Chemical Properties,Uses,Production

Uses

(2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-9-decenoic Acid, is a stable antimicrobial peptide, that can be isolated from the venom of wild bee Lasioglossum laticeps.

Uses

Olefinic alpha-methyl amino acid for peptide stapling. Upon incorporation of this amino acid into a peptide, along with another of the same or derivative with a different length of the olefinic side chain, the two can be ′stapled′ via a ring closing metathesis reaction with Grubb′s catalyst (product # 579726). The resulting stapled peptide macrocycle has been shown to stabilize the alpha-helical structure of peptides, which can lead to favorable biological characteristics such as increased proteolytic stability and cellular uptake.

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

9-Decenoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-, (2R)-, compd. with cyclohexanamine (1:1)

1609117-04-5

945212-26-0

1. 1.55 kg (1.0 eq.) of 37-amino-2-methyl-dec-9-enoic acid hydrochloride (XIII) was suspended in 22 L of water and polished and filtered to remove traces of D-BPB hydrochloride. 2. Methyl tert-butyl ether was added and the aqueous product layer was extracted once with methyl tert-butyl ether. 3. The aqueous product layer was added again and 7 L of tetrahydrofuran was added. 4. 20% aqueous sodium carbonate (2.75 eq.) was added to the mixture followed by Fmoc-OSu (0.89 eq.). 5. The reaction was carried out at 20-25 °C, maintaining the pH at 8.5-9.0 by adding additional amounts of 20% sodium carbonate solution until the reaction was complete. 6. Adjust the pH of the mixture to 2.0-2.5 with concentrated hydrochloric acid. 7. The tetrahydrofuran is removed by distillation and methyl tert-butyl ether is added. 8. Separate the layers and wash the organic layer with water 3 times. 9. The organic layer is concentrated in vacuum and azeotropically distilled with methyl tert-butyl ether. 10. The crude oily substance is dissolved in methyl tert-butyl ether, cyclohexylamine (1.10 eq.) is slowly added, and the pH is adjusted to 8.5-9.0. 11. The slurry was stirred at 20-25 °C for 3 h. The solid product salt (XIV) was isolated by filtration. 12. The solids were rinsed twice with methyl tert-butyl ether and the wet cake was reloaded into a clean reactor. 13. The wet cake was recrystallized with tetrahydrofuran and methyl tert-butyl ether to improve purity. 14. The solid salt is suspended in methyl tert-butyl ether and water and the pH is adjusted to 2.0-2.5 with 25% sulfuric acid. 15. The organic product layer was washed with water until no cyclohexylamine remained. 16. The organic layer was concentrated and azeotropically distilled with hexane to a loose oil. 17. 17. The product (IIa) was crystallized from chloroform and hexane and purged dry with 1.0 cfm nitrogen at <0 °C. The product (IIa) was then purged dry at <0 °C with 1.0 cfm nitrogen. Yield: 1.12 kg, 41.5% yield. Recrystallization procedure: 18. Acetonitrile (23 mL/10 g of raw material ((R)-Ala-Ni-BPB(XI) in oil)) was added to the crude product and the mixture was heated to 70 °C and held for 30 min, then cooled to 20 °C. The mixture was purified with aqueous nitrogen. 19. The mixture was filtered and the solids were washed with acetonitrile (5 mL) and methyl tert-butyl ether (8.5 mL) to give a crystalline product.

References

[1] Patent: US2014/128581, 2014, A1. Location in patent: Paragraph 0087; 0156; 0157

(R)-N-Fmoc-2-(7'-octenyl) alanine synthesis

Synthesis of (R)-N-Fmoc-2-(7'-octenyl) alanine from (R)-2-amino-2-methyldec-9-enoic acid HCl and Fmoc-OSu

(R)-N-Fmoc-2-(7'-octenyl) alanine Preparation Products And Raw materials

Raw materials

(R)-2-amino-2-methyldec-9-enoic acid HCl Fmoc-OSu 9-Decenoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-, (2R)-, compd. with cyclohexanamine (1:1) Water tert-Butyl methyl ether

Sulfuric acid

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Preparation Products

(R)-N-Fmoc-2-(7'-octenyl) alanine Suppliers

Global( 112)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
BJV BIOTECH LTD	+86-0755-23089946 +8619006605307	bjvbiotech@163.com	China	67	58
Capot Chemical Co.,Ltd.	+86-（0）57185586718; +8613336195806	sales@capot.com	China	29735	60
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19552	58
Alchem Pharmtech,Inc.	8485655694	sales@alchempharmtech.com	United States	63687	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	49975	58
career henan chemical co	+86-0371-86658258 +8613203830695	factory@coreychem.com	China	29798	58
GL Biochem (Shanghai) Ltd.	+86-021-61263370 +86-18901917034		CHINA	3904	58
Finetech Industry Limited	+86-27-8746-5837 +8619945049750	info@finetechnology-ind.com	China	9629	58
Hangzhou Huarong Pharm Co., Ltd.	571-86758373 +8613588754946	sales@huarongpharm.com	CHINA	3148	58
Nextpeptide Inc	+86-0571-81612335 +8613336028439	sales@nextpeptide.com	China	19908	58

Supplier	Advantage
BJV BIOTECH LTD	58
Capot Chemical Co.,Ltd.	60
BOC Sciences	58
Alchem Pharmtech,Inc.	58
CONIER CHEM AND PHARMA LIMITED	58
career henan chemical co	58
GL Biochem (Shanghai) Ltd.	58
Finetech Industry Limited	58
Hangzhou Huarong Pharm Co., Ltd.	58
Nextpeptide Inc	58

View Lastest Price from (R)-N-Fmoc-2-(7'-octenyl) alanine manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2025-04-17	(R)-N-Fmoc-2-(7'-octenyl) alanine 945212-26-0	US $0.00 / g	100g	98%	1000g	BJV BIOTECH LTD
	2020-01-09	(R)-N-Fmoc-2-(7'-octenyl) alanine 945212-26-0	US $2.00 / KG	1g	98%min	ask	Career Henan Chemical Co

(R)-N-Fmoc-2-(7'-octenyl) alanine
945212-26-0
US $0.00 / g
98%
BJV BIOTECH LTD

(R)-N-Fmoc-2-(7'-octenyl) alanine
945212-26-0
US $2.00 / KG
98%min
Career Henan Chemical Co

945212-26-0((R)-N-Fmoc-2-(7'-octenyl) alanine)Related Search:

Fmoc-alpha-methyl-D-leucine α-Me-D-Gly(Octenyl)-OtBu p-Nitrobenzoate α-Me-Gly(Octenyl)-OtBu p-Nitrobenzoate (S)-N-Fmoc-2-(4'-pentenyl)glycine (S)-N-Fmoc-2-(3'-butenyl)glycine

(R)-N-FMoc-2-(7'-octeny)glycine (R)-N-Fmoc-2-(3'-butenyl)glycine (S)-N-FMoc-2-(5'-pentenyl)glycine (S)-N-Fmoc-2-(7'-octenyl) alanine (R)-N-FMoc-2-(5'-pentenyl)glycine

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(R)-N-Fmoc-2-(7'-octenyl) alanine (2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-9-decenoic acid (R)-N-(9-Fluorenylmethylcarbamate)-2-(2'-octenyl)alanine (R)-N-FMoc-2-(7'-octenyl) alanine, 97%Min (R)-2-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)-2-Methyldec-9-enoic acid FMoc-α-Me-D-Gly(Octenyl)-OH Fmoc-(R)-2-(7-octenyl)alanine Fmoc-(R)-2-(7-octenyl)Ala-OH Fmoc-(R)-2-amino-2-methyl-dec-6-enoic acid Fmoc-alpha-Octenyl-L-Ala-OH Fmoc-R8-OH -N-Fmoc-2-(7-octenyl) (2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-methyldec-9-enoic acid (R)-2-(Fmoc-amino)-2-methyldec-9-enoic acid (9H-Fluoren-9-yl)MethOxy]Carbonyl Alpha-Methyl-D-Gly(Octenyl)-OH (R)-N-Fmoc-A-(7-Octenyl)Alanine Foc-(R)-2-amino-2-methyldec-9-enoic acid 9-Decenoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-, (2R)- N-α-(9-Fluorenylmethoxycarbonyl)-α-methyl-D-α-(7-octenyl)glycine (R)-N-Fmoc-α-(7-Octenyl)Alanine (R)-N-Fmoc-2-(7'-octenyl) alanine - 1 g Fmoc-(R)-2-(7-octenyl)Ala-OH (R)-N-Fmoc-2-(7'-octenyl) alanine - 1 g Fmoc-(R)-2-(7-octeny1)Ala-OH (R)-2-(Fmoc-amino)-2-methyl-9-decenoic Acid 945212-26-0 α-Methyl Amino Acids