ChemicalBook >> CAS DataBase List >>(R)-3-amino-1-butanol

(R)-3-amino-1-butanol

CAS No.
61477-40-5
Chemical Name:
(R)-3-amino-1-butanol
Synonyms
R-3-amino-1-butanol;Dolutegravir INT 2;(-)-(R)-3-aMinopropan-1-ol;(-)-(R)-3-aMinopropan-1-ol;DOLUTEGRAVIR2;R-3-aMnio-butanol;(R)-3-Amine-Butanol;(R)-3-AMINO-1-BUTANO;(R)-3Amiro-1-butanol;(R)-3-Amin-1-butanol
CBNumber:
CB02129543
Molecular Formula:
C4H11NO
Molecular Weight:
89.14
MDL Number:
MFCD13184351
MOL File:
61477-40-5.mol
Last updated:2023-11-28 12:12:13

(R)-3-amino-1-butanol Properties

Boiling point 168℃
Density 0.927
refractive index 1.4530 to 1.4570
Flash point 56℃
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility soluble in Dichloromethane, DMSO
form clear liquid
pka 15.00±0.10(Predicted)
color Colorless to Light orange to Yellow
InChI InChI=1S/C4H11NO/c1-4(5)2-3-6/h4,6H,2-3,5H2,1H3/t4-/m1/s1
InChIKey AGMZSYQMSHMXLT-SCSAIBSYSA-N
SMILES C(O)C[C@H](N)C
CAS DataBase Reference 61477-40-5

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS02
Signal word  Danger
Hazard statements  H314-H226
Precautionary statements  P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405
RIDADR  2735
HS Code  2922.19.9690
HazardClass  8
PackingGroup 
NFPA 704
2
3 0

(R)-3-amino-1-butanol price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical A2951 (R)-3-Amino-1-butanol >98.0%(GC)(T) 61477-40-5 1g $103 2024-03-01 Buy
TCI Chemical A2951 (R)-3-Amino-1-butanol >98.0%(GC)(T) 61477-40-5 5g $356 2024-03-01 Buy
TRC A602105 (R)-3-Aminobutan-1-ol 61477-40-5 1g $1190 2021-12-16 Buy
TRC A602105 (R)-3-Aminobutan-1-ol 61477-40-5 100mg $150 2021-12-16 Buy
Oakwood 092790 (R)-3-Aminobutan-1-ol 61477-40-5 25g $164 2021-12-16 Buy
Product number Packaging Price Buy
A2951 1g $103 Buy
A2951 5g $356 Buy
A602105 1g $1190 Buy
A602105 100mg $150 Buy
092790 25g $164 Buy

(R)-3-amino-1-butanol Chemical Properties,Uses,Production

Description

(R)-3-AMINO-1-BUTANOL is an alcohol organic compound, which is a key intermediate for many chiral drugs.

Chemical Properties

Colorless Liquid

Uses

(R)-3-Aminobutan-1-ol, can be used as an intermediate in the preparation of compounds having HIV integrase inhibitory activity.

Definition

(R)-3-amino-1-butanol is the most critical building block for synthesizing pharmaceuticals, including Dolutegravir, penicillium antibiotics, and anti-tumor drug 4-methylcyclophosphamide. Mainly, Dolutegravir is a new-generation integrase inhibitor for the treatment of HIV infection[1]. Currently, this compound is mainly achieved by chemical methods. A ruthenium complex could be used to catalyze the hydrogen reduction of (R)-3-aminobutyric acid ester to (R)-3-amino-1-butanol[2].

Synthesis

Release of (R)-3-amino-1-butanol From the (S)-mandelic Salt Thereof; The (S)-mandelic salt of (R)-3-amino-1-butanol obtained in Example 1.1 (372 g, 1.54 mol) was suspended in triethanolamine (1 I) at 80° C., and the slurry was admixed with sodium methoxide (277.6 g, 1.54 mol; 30% in methanol), which gave a clear solution. This was heated to 100° C. and vacuum was applied. In a stepwise manner, a pressure of 750, 500, 250, 100, 50 and finally 20 mbar was applied. Through an attached Claisen distillation head (no return stream, no column), a clear distillate distilled over at a top temperature of 50 to 60° C., which was predominantly methanol. The pressure was then lowered further to 5 mbar, and (R)-3-amino-1-butanol distilled over at a top temperature of 76° C. The product was distilled once again in a water jet pump vacuum, in the course of which (R)-3-amino-1-butanol distilled over at 93° C. and 26 mbar. This gave 125 g (91% of theory) of (R)-3-amino-1-butanol as a colorless liquid with an optical purity of 99.6% ee.The optical purity of (R)-3-amino-1-butanol was determined by means of GC. To this end, (R)-3-amino-1-butanol (200 mg) and triethylamine (300 mg) were dissolved in diethyl ether (15 ml) and admixed with trifluoroacetic anhydride (0.6 ml). After stirring for 30 minutes, saturated ammonium chloride solution (5 ml) was added and the mixture was stirred for a further 15 minutes. Subsequently, the mixture was left to stand until two phases had formed, and a sample of the upper clear phase was analyzed by GC.Column: Hydrodex-TBDAc, 25 m×0.25 mm, Macherey & NagelInlet temperature: 250° C.Detector temperature: 250° C.Injection volume : 0.5 μlMode: SplitSplit ratio: 100:1Carrier gas: HeFlow: 0.8 ml/min (constant flow)Program:Initial temperature: 135° C.Initial time: 10 minRate: 5° C./minFinal temperature: 170° C.Final time: 35 minRetention times:R enantiomer: 17.68 min (N-trifluoroacylated) 21.23 min (N,O-bis-trifluoroacylated)S enantiomer: 18.24 min (N-trifluoroacylated) 20.11 min (N,O-bis-trifluoroacylated)61477-40-5.png

References

[1] TangXiao-Ling. "Efficient biosynthesis of (R)-3-amino-1-butanol by a novel (R)-selective transaminase from Actinobacteria sp." Journal of biotechnology 295 (2019): 49–54.
[2] H?hneMatthias. "Rational assignment of key motifs for function guides in silico enzyme identification." Nature chemical biology 6 11 (2010): 807–13.

866395-21-3
61477-40-5
Synthesis of (R)-3-amino-1-butanol from N-Cbz-(R)-3-amino-1-butanol
Global( 426)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Yingrui Biopharma Co.,Ltd
21-33585366 export01@shyrchem.com CHINA 1320 58
EAST STAR BIOTECH (SUZHOU) CO., LTD.
+8617706846989 marketing@eaststarbio.com China 48 58
SyncoZymes (Shanghai) Co., Ltd.,
+86-021-68187180-811 +86-13681683526 lchen@syncozymes.com China 188 58
SyncoZymes (Shanghai) Co., Ltd.,
+8613681683526 llchen@syncozymes.com China 40 58
Hangzhou Qiwei Pharmatech Co.,Ltd
13282840061 mw@qwpharmatech.com China 109 58
Enki Biopharmaceuticals (Shanghai) Limited
+86-0086-2157680326 +8613916707528 yusu@enkibiopharma.com China 47 58
Shanghai Joiny Pharmaceutical Co.,LTD
+8613681955282 gyd@joiny-pharma.com China 226 58
Hangzhou ICH Biofarm Co., Ltd
+undefined8613073685410 sales@ichemie.com China 985 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 14770 58

View Lastest Price from (R)-3-amino-1-butanol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(R)-3-AMINO-1-BUTANOL pictures 2024-03-19 (R)-3-AMINO-1-BUTANOL
61477-40-5
US $0.00-0.00 / kg 25kg 99.0% 1000000 Enki Biopharmaceuticals (Shanghai) Limited
(R)-3-Amino-1-Butanol/ Intermediate Of Dolutegravir pictures 2024-03-19 (R)-3-Amino-1-Butanol/ Intermediate Of Dolutegravir
61477-40-5
US $0.00 / Kg/Bag 2Kg/Bag 99% up, High Density 20 tons Sinoway Industrial co., ltd.
(R)-3-Aminobutan-1-ol pictures 2024-03-13 (R)-3-Aminobutan-1-ol
61477-40-5
US $0.00 / kg 1kg 98% 2000kg Shanghai Joiny Pharmaceutical Co.,LTD

(R)-3-amino-1-butanol Spectrum

(3R)-3-Amino-1-butanol 1-Butanol,3-aMino-, (3R)- (3R)-3-aMinobutan-1-ol R-3-aMnio-butanol DOLUTEGRAVIR2 (R)-3-AMINO-1-BUTANO (3R)-3-aminobutan-1-butanol (R)-3-amino-1-butanol,Dolutegravir intermediate (R)-3-AMINO-1-BUTANOLAMINO-1-BUTANO (R)-3-Amine-Butanol (R)-3-Amino-butan-1-ol (RABO) (R)-3-Amino-1-Butanol [RABO] (R)-3Amiro-1-butanol (3R)-3-Amino-1-butanol/(R)-3-Aminobutan-1-ol Purity 99% (R) -3-Aminobutan-1ol CAS 61477-40-5 (R)-3-Amin-1-butanol ?-3-Amino-butan-1-ol R-3-amino-1-butanol (-)-(R)-3-aMinopropan-1-ol Dolutegravir INT 2 (-)-(R)-3-aMinopropan-1-ol (R)-3-Amino-1-Butanol/ Intermediate Of Dolutegravir 61477-40-5 61477-40-3 Dolutegravir intermediate 61477-40-5