53940-82-2

Basic information

• Product Name: H-ALPHA-ME-D-VAL-OH
• Synonyms: H-D-(ME)VAL-OH;D-Isovaline, 3-methyl- (9CI);2-Methyl-D-valine;3-Methyl-D-isovaline;a-Methyl-D-valine;D-2-Methylvaline;D-a-Methylvaline;(R)-alpha-Methylvaline, 3-Methyl-D-isovaline (>98%, >99%ee)
• CAS NO: 53940-82-2
• Molecular Formula: C₆H₁₃NO₂
• Molecular Weight: 131.17
• Product Categories: GLYCINESCAFFOLD;Amino Acid Derivatives;Amino Acids 13C, 2H, 15N;Amino Acids & Derivatives;Chiral Reagents;unnatural amino acids;α-Methyl Amino Acids
• Mol File: 53940-82-2.mol
• Article Data: 13

Chemical Properties

• Melting Point: 144-148.5 °C
• Boiling Point: 217.7oC at 760 mmHg
• Flash Point: 85.5oC
• Appearance: /
• Density: 1.038g/cm3
• Vapor Pressure: 0.0499mmHg at 25°C
• Refractive Index: 1.464
• Storage Temp.: Store at RT.
• PKA: 2.40±0.14(Predicted)
• CAS DataBase Reference: H-ALPHA-ME-D-VAL-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-ALPHA-ME-D-VAL-OH(53940-82-2)
• EPA Substance Registry System: H-ALPHA-ME-D-VAL-OH(53940-82-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 53940-82-2(Hazardous Substances Data)

Usage

Chemical Properties

Off-white powder

Uses

Different sources of media describe the Uses of 53940-82-2 differently. You can refer to the following data:
1. Used in the preparation of medicinal and herbicidal agents.
2. Used in the preparation of medicinal and herbicidal agents

InChI:InChI=1/C6H13NO2/c1-4(2)6(3,7)5(8)9/h4H,7H2,1-3H3,(H,8,9)/t6-/m1/s1

Upstream product

• 40963-14-2 2-amino-2,3-dimethylbutyramide 
• 137584-40-8 (S)-(+)-2-benzyloxycarbonylamino-2,3-dimethylbutanoic acid 
• 1258610-86-4 C₈H₁₇NO₂ 
• 53940-86-6 DL-N-Trifluoroacetyl-α-methylvalin 
• 90376-98-0 (+)-(R)-2-amino-2,3-dimethylbutanamide 
• 53940-87-7 D-N-Trifluoroacetyl-α-methylvalin 
• 1025364-74-2 (S)-4-isopropyl-4-methyl-2,2-dimethyl-3-(1-naphthoyl)oxazolidin-5-one 
• 1007599-18-9 (S)-3-(1-naphthoyl)-4-isopropyl-2,2-dimethyloxazolidin-5-one 
• 97443-93-1 (2R,5S)-1-Benzoyl-2-(tert-butyl)-5-isopropyl-3-methylimidazolidin-4-on 
• 98262-58-9 (2R,5S)-1-benzoyl-2-(tert-butyl)-5-isopropyl-3,5-dimethylimidazolidin-4-one 

Downstream Products

• 169566-81-8 (S)-N²-<(9H-fluoren-9-yl)methoxycarbonyl>-2-methylvaline 
• 616867-28-8 (R)-N²-<(9H-fluoren-9-yl)methoxycarbonyl>-2-methylvaline 
• 137584-40-8 (S)-(+)-2-benzyloxycarbonylamino-2,3-dimethylbutanoic acid 
• 287210-96-2 Z-D-(αMe)Val-OH 
• 139938-04-8 Boc-α-Me-Val-Gly-OEt 
• 1234494-16-6 C₉H₁₃N₂O₂^(1-)*Na⁽¹⁺⁾ 
• 917815-04-4 N-({4-[(2R,3R)-3-{[(2R/S)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetyl)glycyl-3-methyl-D-isovaline 
• 409320-11-2 Cbz-D-(α-Me)Val-NH-t-Bu 
• 711015-20-2 Cbz-D-Pro-L-(αMe)Val-L-Phe-OMe 
• 711015-19-9 Cbz-L-(αMe)Val-L-Phe-OMe 
• 409320-07-6 Cbz-L-(α-Me)Val-NH-t-Bu 
• 630131-47-4 (S)-4-hydroxy-3-(7-hydroxy-1,1-dioxo-1,4-dihydro-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-5-methyl-1-(3-methylbutyl)-5-(1-methylethyl)-1,5-dihydropyrrol-2-one 
• 53940-90-2 (S)-2-((tert-butoxycarbonyl)amino)-2,3-dimethylbutanoic acid 

Relevant articles and documents

Enantioselective radical addition to ketimines: A synthetic route towards α,α-disubstituted α-amino acids

A radical attack: In the presence of a protonated cinchonine derivative, radical addition reactions proceeded efficiently, providing a general approach to the synthesis of a diverse range of enantioenriched α,α- disubstituted α-amino acids.

Enantioselective synthesis and enantiomeric amplification of amino acids under prebiotic conditions

(Chemical Equation Presented) A plausible origin of biomolecular homochirality is advanced, where α-methyl amino acids found on meteorites transfer their chirality in the synthesis of normal amino acids. This asymmetry can be amplified to nearly homochiral levels, thus providing the necessary prerequisite for life to start on this planet and elsewhere in the universe.

Chiral 2-cyano esters as synthetic intermediates in the synthesis of R and S-α-methylvaline

A divergent stereoselective synthesis of R and S α-methylvaline from (2RS) (1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl 2-cyano-3-methylbutanoate has been developed.