(R)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-3-iodo-propionic acid methyl ester

Base Information

• Chemical Name: (R)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-3-iodo-propionic acid methyl ester
• CAS No.: 197505-61-6
• Molecular Formula: C₂₁H₃₀IN₃O₆
• Molecular Weight: 547.39
• Mol file: 197505-61-6.mol

Synonyms:(R)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-3-iodo-propionic acid methyl ester

Chemical Property of (R)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-3-iodo-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-3-iodo-propionic acid methyl ester

There total 6 articles about (R)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-3-iodo-propionic acid methyl 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: 58.0%

(S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-3-hydroxy-propionic acid methyl ester (197505-60-5) → (R)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-3-iodo-propionic acid methyl ester (197505-61-6)

Guidance literature:

With triphenoxyphosphonium iodide; In N,N-dimethyl-formamide; for 0.75h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00879-X

Reference yield:

iodobenzene (591-50-4) → (R)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-3-iodo-propionic acid methyl ester (197505-61-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Zn, 1,2-dibromoethane, Me₃SiCl, 2.) CuCN*2LiCl / 1.) dimethylacetamide, 35 deg C, 30 min, 2.) dimethylacetamide, 0 deg C, 10 min, 2.) 0 deg C, 3 h

2: 94 percent / NaOH / methanol / 0.75 h / Ambient temperature

3: 64 percent / DCC, HOBt / CH₂Cl₂ / Ambient temperature

4: 58 percent / triphenoxyphosphonium methiodide / dimethylformamide / 0.75 h / Ambient temperature

With sodium hydroxide; chloro-trimethyl-silane; triphenoxyphosphonium iodide; benzotriazol-1-ol; ethylene dibromide; dicyclohexyl-carbodiimide; zinc; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(97)00879-X

Reference yield:

N-tert-butyloxycarbonylalanylphenylalanine methyl ester (2280-66-2) → (R)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-3-iodo-propionic acid methyl ester (197505-61-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / NaOH / methanol / 0.75 h / Ambient temperature

2: 64 percent / DCC, HOBt / CH₂Cl₂ / Ambient temperature

3: 58 percent / triphenoxyphosphonium methiodide / dimethylformamide / 0.75 h / Ambient temperature

With sodium hydroxide; triphenoxyphosphonium iodide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(97)00879-X

upstream raw materials:

(S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-3-hydroxy-propionic acid methyl ester

iodobenzene

N-tert-butyloxycarbonylalanylphenylalanine methyl ester

(S)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)-3-phenylpropanoic acid