4-Pentenoic acid, 2-(acetylamino)-, (2S)-

Base Information

• Chemical Name: 4-Pentenoic acid, 2-(acetylamino)-, (2S)-
• CAS No.: 149117-86-2
• Molecular Formula: C7H11NO3
• Molecular Weight: 157.169
• Mol file: 149117-86-2.mol

Synonyms:

Chemical Property of 4-Pentenoic acid, 2-(acetylamino)-, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Pentenoic acid, 2-(acetylamino)-, (2S)-

There total 1 articles about 4-Pentenoic acid, 2-(acetylamino)-, (2S)- 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: 24.0%

N-Acetyl-α-allylglycine (50299-14-4) + benzyl chloroformate (501-53-1,94274-21-2) → N-Acetyl-D-α-allylglycine (121786-40-1) + (S)-2-(benzyloxycarbonylamino)pent-4-enoic acid (78553-51-2) + (2S)-2-N-acetylaminopent-4-enoic acid (149117-86-2)

Guidance literature:

N-Acetyl-α-allylglycine; With thermococcus litoralis L-aminoacylase; tris hydrochloride; at 70 ℃; pH=8; Resolution of racemate; Large scale; Enzymatic reaction;

benzyl chloroformate; With sodium hydroxide; In tetrahydrofuran; water; at 5 - 10 ℃; pH=7.5 - 8.5; Large scale;

DOI:10.1021/op020017x

Reference yield: 62.3%

tert-butyl N-[(1S)-1-[[(1S)-1-[(3-allyloxyphenyl)methyl]-2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]carbamoyl]-3-phenylpropyl]carbamate + (2S)-2-N-acetylaminopent-4-enoic acid (149117-86-2) → C31H37F3N4O5

Guidance literature:

tert-butyl N-[(1S)-1-[[(1S)-1-[(3-allyloxyphenyl)methyl]-2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]carbamoyl]-3-phenylpropyl]carbamate; With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 0.5h;

(2S)-2-N-acetylaminopent-4-enoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 42.0%

(S)-methyl 2-hydroxy-3-phenylpropanoate (13673-95-5) + (2S)-2-N-acetylaminopent-4-enoic acid (149117-86-2) → C17H21NO5

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; at -30 - 20 ℃;

DOI:10.1021/acs.orglett.5b00944

upstream raw materials:

N-Acetyl-α-allylglycine

benzyl chloroformate

Downstream raw materials:

C₂₆H₂₈N₄O₂

Refernces