(R)-ALPHA-METHYLVALINAMIDE

Base Information

• Chemical Name: (R)-ALPHA-METHYLVALINAMIDE
• CAS No.: 90376-98-0
• Molecular Formula: C6H14 N2 O
• Molecular Weight: 130.19
• Mol file: 90376-98-0.mol

Synonyms:Butanamide,2-amino-2,3-dimethyl-, (R)-; (+)-2-Amino-2,3-dimethylbutyramide;(R)-2-Amino-2,3-dimethylbutanamide

Chemical Property of (R)-ALPHA-METHYLVALINAMIDE

Chemical Property:

• PSA: 69.11000
• LogP: 1.24570

Purity/Quality:

99% ^*data from raw suppliers

(R)-ALPHA-METHYLVALINAMIDE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-ALPHA-METHYLVALINAMIDE

There total 1 articles about (R)-ALPHA-METHYLVALINAMIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

2-amino-2,3-dimethylbutyramide (40963-14-2) → (S)-α-Methylvaline (4378-19-2,26287-62-7,53940-82-2,53940-83-3) + (+)-(R)-2-amino-2,3-dimethylbutanamide (90376-98-0)

Guidance literature:

In water; at 37 ℃; Ochrobactrum anthropi NCIMB 40321;

DOI:10.1002/recl.19951140417

Reference yield:

(+)-(R)-2-amino-2,3-dimethylbutanamide (90376-98-0) → (R)-2-amino-2,3-dimethylbutanoic acid (53940-82-2)

Guidance literature:

With hydrogenchloride; at 90 ℃; for 72h;

DOI:10.1021/jo00243a049

Reference yield:

(+)-(R)-2-amino-2,3-dimethylbutanamide (90376-98-0) → (R)-2-(1-benzyl-4-isopropyl-4-methyl-4,5-dihydro-1H-imidazol-5-one-2-yl)pyridine

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine; ethyl chloroformate / tetrahydrofuran / 0.5 h

1.2: 87 percent / tetrahydrofuran / 3 h

2.1: 80 percent / NaOH / H₂O / 5 h / 20 °C

3.1: 73 percent / Cs₂CO₃ / dimethylformamide / 24 h / 90 °C

With sodium hydroxide; chloroformic acid ethyl ester; caesium carbonate; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/j.jorganchem.2006.01.056

upstream raw materials:

2-amino-2,3-dimethylbutyramide

Downstream raw materials:

(R)-2-amino-2,3-dimethylbutanoic acid

(2R)-2-amino-2,3-dimethyl-1-butanol

Refernces

• 1、 Kruizinga, Wim H.,Bolster, John,Kellogg, Richard M.,Kamphuis, Johan,Boesten, Wilhelmus H. J.,et al.. "Synthesis of Optically Pure α-Alkylated α-Amino Acids and a Single-Step Method for Enatiomeric Excess Determination". . p. 1826 - 1827. Retrieved 2007/10/02.