(S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid

Base Information

• Chemical Name: (S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid
• CAS No.: 191422-06-7
• Molecular Formula: C₂₂H₂₄N₂O₇
• Molecular Weight: 428.442
• Mol file: 191422-06-7.mol

Synonyms:(S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid

Chemical Property of (S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid

There total 3 articles about (S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic 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: 77.0%

(S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid tert-butyl ester (191422-05-6) → (S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid (191422-06-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 1.5h;

DOI:10.1016/S0957-4166(97)00127-4

Reference yield:

(R)-2-amino-2-phenylpropanoic acid (29738-09-8,6945-32-0) → (S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid (191422-06-7)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / 6.5 h / Heating

2: 94 percent / 1-hydroxy-7-aza-benzotriazole, N-<3-(dimethylaminopropyl)>-N'-ethyl carbodiimide hydrochloride, N-methyl morpholine / CH₂Cl₂ / 96 h / Ambient temperature

3: 77 percent / TFA / CH₂Cl₂ / 1.5 h

With 4-methyl-morpholine; thionyl chloride; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0957-4166(97)00127-4

Reference yield:

(R)-2-Amino-2-phenyl-propionic acid methyl ester (360566-30-9) → (S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid (191422-06-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / 1-hydroxy-7-aza-benzotriazole, N-<3-(dimethylaminopropyl)>-N'-ethyl carbodiimide hydrochloride, N-methyl morpholine / CH₂Cl₂ / 96 h / Ambient temperature

2: 77 percent / TFA / CH₂Cl₂ / 1.5 h

With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0957-4166(97)00127-4

upstream raw materials:

(S)-3-Benzyloxycarbonylamino-N-((R)-1-methoxycarbonyl-1-phenyl-ethyl)-succinamic acid tert-butyl ester

(R)-2-amino-2-phenylpropanoic acid

(R)-2-Amino-2-phenyl-propionic acid methyl ester