(S)-3-Carbamoyl-2-methylpropionic acid

Base Information

• Chemical Name: (S)-3-Carbamoyl-2-methylpropionic acid
• CAS No.: 72342-65-5
• Molecular Formula: C5H9NO3
• Molecular Weight: 131.131
• Mol file: 72342-65-5.mol

Synonyms:Butanoic acid,4-amino-2-methyl-4-oxo-,(S);

Chemical Property of (S)-3-Carbamoyl-2-methylpropionic acid

Chemical Property:

• PSA: 81.38000
• LogP: 0.73220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-Carbamoyl-2-methylpropionic acid

There total 3 articles about (S)-3-Carbamoyl-2-methylpropionic acid 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: 62.0%

4-amino-2-methylene-4-oxo-butanoic acid (54468-53-0) → (S)-(-)-2-Methylsuccinamic acid (72342-65-5) + (R)-(+)-2-Methylsuccinamic acid (333339-61-0)

Guidance literature:

With hydrogen; triethylamine; In methanol; for 20h; under 3800 Torr; Yields of byproduct given;

DOI:10.1248/cpb.39.2706

Reference yield:

4-amino-2-methylene-4-oxo-butanoic acid (54468-53-0) → (S)-(-)-2-Methylsuccinamic acid (72342-65-5)

Guidance literature:

With bis(norbornadiene)rhodium(l)tetrafluoroborate; C₆₀H₄₆O₄P₂; hydrogen; In tetrahydrofuran; at 20 ℃; for 18h; under 15001.5 Torr; Inert atmosphere;

DOI:10.1002/adsc.201200477

Reference yield:

brucine (357-57-3) → (S)-(-)-2-Methylsuccinamic acid (72342-65-5)

Guidance literature:

upstream raw materials:

4-amino-2-methylene-4-oxo-butanoic acid

brucine

Downstream raw materials:

(S)-(+)-β²-homoalanine

(S)-3-methyl-4-butanolide

Refernces

• 1、 Stephan, Michel,Sterk, Damjan,Mohar, Barbara. "DiPAMP's big brother "i-Pr-SMS-Phos" exhibits exceptional features enhancing rhodium(I)-catalyzed hydrogenation of olefins". supporting information; scheme or table. p. 2779 - 2786. Retrieved 2010/03/25.
• 2、 Takeda,Tachinami,Hosokawa,Aburatani,Inoguchi,Achiwa. "Efficient preparation of optically active (S)-(-)-3-methyl-γ-butyrolactone by catalytic asymmetric hydrogenation using chiral N-substituted pyrrolidinebisphosphine rhodium complexes". . p. 2706 - 2708. Retrieved 2007/10/02.