ChemicalBook > CAS DataBase List > (R)-(-)-2-Amino-3-methyl-1-butanol

(R)-(-)-2-Amino-3-methyl-1-butanol

Product Name
(R)-(-)-2-Amino-3-methyl-1-butanol
CAS No.
4276-09-9
Chemical Name
(R)-(-)-2-Amino-3-methyl-1-butanol
Synonyms
D-Val-ol;D-VALINOL;D-VALINAL;R-VALINOL;H-D-VAL-OL;(-)-D-VALINOL;D-(-)-VALINOL;D-Valinol, 97%;D-Valinol,99%e.e.;D-(-)-VALINOL 98%
CBNumber
CB2173409
Molecular Formula
C5H13NO
Formula Weight
103.16
MOL File
4276-09-9.mol
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(R)-(-)-2-Amino-3-methyl-1-butanol Property

Melting point:
35-36 °C(lit.)
Boiling point:
189-190 °C(lit.)
alpha 
-16.5 º (c=10, EtOH)
Density 
0.931 g/mL at 20 °C(lit.)
refractive index 
n20/D 1.455
Flash point:
194 °F
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
12.82±0.10(Predicted)
form 
Low Melting Crystals or Crystalline Mass
color 
White to light yellow
optical activity
[α]20/D 16°, c = 10 in ethanol
Sensitive 
Air Sensitive
BRN 
1719138
InChIKey
NWYYWIJOWOLJNR-YFKPBYRVSA-N
CAS DataBase Reference
4276-09-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37-36-36/37/38
WGK Germany 
3
10-34
HS Code 
29051990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
284483
Product name
(R)-(?)-2-Amino-3-methyl-1-butanol
Purity
98%
Packaging
1g
Price
$24.66
Updated
2025/07/31
Sigma-Aldrich
Product number
284483
Product name
(R)-(?)-2-Amino-3-methyl-1-butanol
Purity
98%
Packaging
5g
Price
$77.6
Updated
2025/07/31
TCI Chemical
Product number
V0077
Product name
D-Valinol
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$33
Updated
2025/07/31
TCI Chemical
Product number
V0077
Product name
D-Valinol
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$96
Updated
2025/07/31
Usbiological
Product number
237271
Product name
D-Valinol
Packaging
1g
Price
$156
Updated
2021/12/16
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(R)-(-)-2-Amino-3-methyl-1-butanol Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Uses

D-Valinol is used as a reagent in the synthesis of the HIV type 1 integrase inhibitor Elvitegravir (E509000). D-Valinol is also used in the preparation of novel 2-(alkylmorpholin-4-yl)-6-(3-fluoropyridin-4-yl)-pyrimidin-4(3H)-ones as orally active GSK-3β inhibitors for Alzheimer''s disease.

Synthesis

7146-15-8

4276-09-9

19943-14-7

General procedure for the synthesis of D-valinol and compounds (CAS:19943-14-7) from D-valine methyl ester hydrochloride: Hydrogenation of R-phenylglycine methyl ester was carried out in a 0.5 L stainless steel electrolyzer with stirring at 500 rpm to test the catalyst activity. First, 1 g of catalyst (20-40 mesh) was loaded into the reactor and subsequently purged five times with H2 to remove air. The catalyst was reduced at 1 MPa H2 pressure and 250 °C for 4 hours. After the autoclave was cooled to room temperature in H2 atmosphere, 1.5 g of R-phenylglycine methyl ester (R-p-m) diluted by 150 mL of ethanol (R-p-m/Cat = 1.5, w/w) was added. The reaction conditions were set at 5 MPa H2 pressure and 80 °C temperature for 10 hours. Upon completion of the reaction, the autoclave was cooled to room temperature in H2 atmosphere, followed by separation of the solid catalyst by centrifugation. The product was purified by silica gel column chromatography using ethyl acetate/methanol (3/2, v/v) as eluent. Finally, the light yellow powdery product was obtained by rotary evaporation. The analysis of the reactants and products was carried out using a high performance liquid chromatograph (HPLC, Agilent 1260 Infinity) equipped with a UV detector and an Eclipse XDB-C18 column (150 × 4.6 mm, 5 μm particles), which in turn was used to calculate the conversion of R-phenylglycine methyl ester (X), yield (Y), and chemoselectivity for R-phenylglycine (S), where yield is the liquid chromatographic yield. The enantiomeric excess values (ee values) of the products were determined by HPLC equipped with a UV detector (wavelength 258 nm) and a chiral column (CHIRALPAK AY-H, 250 × 4.6 mm, 5 μm particle size).

References

[1] Catalysis Letters, 2017, vol. 147, # 8, p. 2160 - 2166

(R)-(-)-2-Amino-3-methyl-1-butanol Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-(-)-2-Amino-3-methyl-1-butanol Suppliers

Shandong Welt Chem. Co.,Ltd.
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531-87153728 13805401165
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China
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View Lastest Price from (R)-(-)-2-Amino-3-methyl-1-butanol manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
(R)-(-)-2-Amino-3-methyl-1-butanol 4276-09-9
Price
US $0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
50kg/month
Release date
2023-01-09
Hebei Chuanghai Biotechnology Co., Ltd
Product
(R)-(-)-2-Amino-3-methyl-1-butanol 4276-09-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-11-29
Zhuozhou Wenxi import and Export Co., Ltd
Product
(R)-(-)-2-Amino-3-methyl-1-butanol 4276-09-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11

4276-09-9, (R)-(-)-2-Amino-3-methyl-1-butanolRelated Search:


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  • 4276-09-9
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  • 868070
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  • 427-69-9
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  • C5H13NO
  • AMINE
  • Organic Building Blocks
  • Peptide Synthesis
  • Specialty Synthesis
  • Amino Alcohols (Chiral)
  • Chiral Building Blocks
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