(S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-propionylamino]-3-phenyl-propionic acid 2,2-dichloro-cyclopropyl ester

Base Information

• Chemical Name: (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-propionylamino]-3-phenyl-propionic acid 2,2-dichloro-cyclopropyl ester
• CAS No.: 176041-72-8
• Molecular Formula: C₂₃H₃₁Cl₂N₃O₆
• Molecular Weight: 516.422
• Mol file: 176041-72-8.mol

Synonyms:

Chemical Property of (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-propionylamino]-3-phenyl-propionic acid 2,2-dichloro-cyclopropyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-propionylamino]-3-phenyl-propionic acid 2,2-dichloro-cyclopropyl ester

There total 2 articles about (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-propionylamino]-3-phenyl-propionic acid 2,2-dichloro-cyclopropyl ester 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:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-propionylamino]-3-phenyl-propionic acid 2,2-dichloro-cyclopropyl ester (176041-72-8)

Guidance literature:

Multi-step reaction with 2 steps

1: EDC*HCl, DMAP / CH₂Cl₂

2: 1.) 4N HCl, 2.) EDC*HCl, HOBt / 1.) dioxane, 2.) CH₂Cl₂

With hydrogenchloride; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1016/0960-894X(96)00065-0

Reference yield:

N-tert-butoxycarbonyl-L-alanyl-L-alanine (27317-69-7) + (S)-2-tert-Butoxycarbonylamino-3-phenyl-propionic acid 2,2-dichloro-cyclopropyl ester (176041-71-7) → (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-propionylamino]-3-phenyl-propionic acid 2,2-dichloro-cyclopropyl ester (176041-72-8)

Guidance literature:

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; Yield given. Multistep reaction; 1.) dioxane, 2.) CH₂Cl₂;

DOI:10.1016/0960-894X(96)00065-0

Reference yield:

succinic acid anhydride (108-30-5) + (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-propionylamino]-3-phenyl-propionic acid 2,2-dichloro-cyclopropyl ester (176041-72-8) → N-((S)-1-{(S)-1-[(S)-1-(2,2-Dichloro-cyclopropoxycarbonyl)-2-phenyl-ethylcarbamoyl]-ethylcarbamoyl}-ethyl)-succinamic acid

Guidance literature:

With hydrogenchloride; triethylamine; Yield given. Multistep reaction; 1.) dioxane, 2.) CH₂Cl₂;

DOI:10.1016/0960-894X(96)00065-0

upstream raw materials:

N-tert-butoxycarbonyl-L-alanyl-L-alanine

(S)-2-tert-Butoxycarbonylamino-3-phenyl-propionic acid 2,2-dichloro-cyclopropyl ester

N-tert-butoxycarbonyl-L-phenylalanine