(S)-2-(Carboxyformamido)Propanoic Acid

Base Information

• Chemical Name: (S)-2-(Carboxyformamido)Propanoic Acid
• CAS No.: 5302-46-5
• Molecular Formula: C₅H₇NO₅
• Molecular Weight: 161.114
• ChEMBL ID: CHEMBL451545
• DSSTox Substance ID: DTXSID20566572
• Nikkaji Number: J493.699J
• Wikidata: Q82452240
• Mol file: 5302-46-5.mol

Synonyms:N-Oxalyl-L-alanine;5302-46-5;(S)-2-(Carboxyformamido)Propanoic Acid;(2S)-2-(oxaloamino)propanoic acid;CHEMBL451545;(2S)-2-(carboxyformamido)propanoic acid;N-Oxalo-L-alanine;NOLA;N-Oxalyl-2S-alanine;SCHEMBL43483;DTXSID20566572;141635-12-3;BDBM50000866;AKOS006273716;2-(Oxalyl-amino)-propionic acid (0.25H2O);M03993;EN300-6889918

Chemical Property of (S)-2-(Carboxyformamido)Propanoic Acid

Chemical Property:

• PSA: 103.70000
• LogP: -0.94880
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 161.03242232
• Heavy Atom Count: 11
• Complexity: 199

Purity/Quality:

95% ^*data from raw suppliers

N-OXALYL-L-ALANINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)NC(=O)C(=O)O
• Isomeric SMILES: C[C@@H](C(=O)O)NC(=O)C(=O)O

Technology Process of (S)-2-(Carboxyformamido)Propanoic Acid

There total 4 articles about (S)-2-(Carboxyformamido)Propanoic 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: 18.0%

(R)-methyl 2-(2-methoxy-2-oxoacetamido)propanoate (141635-20-3) → N-oxalyl-D-alanine (5302-46-5,141635-12-3,136868-52-5)

Guidance literature:

With sodium hydroxide; Amberlite JR-120(H); for 2h; Ambient temperature;

DOI:10.1021/jm00092a016

Reference yield: 9.0%

N-methoxyoxalyl-α-alanine methyl ester (22600-60-8) → N-oxalyl-2S-alanine (136868-52-5,141635-12-3,5302-46-5)

Guidance literature:

With sodium hydroxide; for 2h; Ambient temperature;

DOI:10.1021/jm00092a016

Reference yield:

2-(2,3-dioxo-3-phenylpropanamido)propanoic acid (1159923-10-0) → N-oxalyl-2S-alanine (136868-52-5,141635-12-3,5302-46-5) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With hydrogenchloride; ferrous(II) sulfate heptahydrate; air; human prolyl hydroxylase domain 2; ammonium acetate; water; at 25 ℃; for 0.5h;

DOI:10.1002/anie.200806296

upstream raw materials:

(R)-methyl 2-(2-methoxy-2-oxoacetamido)propanoate

N-methoxyoxalyl-α-alanine methyl ester

2-(2,3-dioxo-3-phenylpropanamido)propanoic acid

N-(4'-carbamoyl-3'E-penten-2'-yl)hexa-2Z,4E-dienamide

Downstream raw materials:

L-alanin