[3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-phenoxy]-acetic acid tert-butyl ester

Base Information

• Chemical Name: [3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-phenoxy]-acetic acid tert-butyl ester
• CAS No.: 207445-08-7
• Molecular Formula: C₂₉H₃₂N₂O₆
• Molecular Weight: 504.583
• Mol file: 207445-08-7.mol

Synonyms:[3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-phenoxy]-acetic acid tert-butyl ester

Chemical Property of [3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-phenoxy]-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-phenoxy]-acetic acid tert-butyl ester

There total 4 articles about [3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-phenoxy]-acetic acid tert-butyl 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:

Cbz-D-Phe (2448-45-5) + tert-butyl (3-amino-phenoxy)-acetate (138563-68-5) → [3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-phenoxy]-acetic acid tert-butyl ester (207445-08-7)

Guidance literature:

With dmap; water soluble carbodiimide; benzotriazol-1-ol; triethylamine; In N,N-dimethyl-formamide; for 8h; Yield given; Ambient temperature;

DOI:10.1248/cpb.46.697

Reference yield:

tert-butyl 2-(3-nitrophenoxy)acetate (138563-69-6) → [3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-phenoxy]-acetic acid tert-butyl ester (207445-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 48 h

2: water soluble carbodiimide, HOBt, dimethylaminopyridine, Et₃N / dimethylformamide / 8 h / Ambient temperature

With dmap; water soluble carbodiimide; hydrogen; benzotriazol-1-ol; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.697

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → [3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-phenoxy]-acetic acid tert-butyl ester (207445-08-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) THF, RT, 0.5, 2.) THF, reflux, 7 d

2: H₂ / Pd/C / methanol / 48 h

3: water soluble carbodiimide, HOBt, dimethylaminopyridine, Et₃N / dimethylformamide / 8 h / Ambient temperature

With dmap; water soluble carbodiimide; hydrogen; sodium hydride; benzotriazol-1-ol; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.697

upstream raw materials:

Cbz-D-Phe

tert-butyl (3-amino-phenoxy)-acetate

bromoacetic acid tert-butyl ester

meta-nitrophenol

Downstream raw materials:

{(S)-2-[(R)-1-(3-tert-Butoxycarbonylmethoxy-phenylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidin-1-yl}-oxo-acetic acid methyl ester

(S)-2-[(R)-1-(3-tert-Butoxycarbonylmethoxy-phenylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester