((R)-2-[(S)-2-Benzyloxycarbonylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-{[2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-methyl-amino}-propionylamino)-acetic acid tert-butyl ester

Base Information

• Chemical Name: ((R)-2-[(S)-2-Benzyloxycarbonylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-{[2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-methyl-amino}-propionylamino)-acetic acid tert-butyl ester
• CAS No.: 210818-42-1
• Molecular Formula: C₅₀H₆₄N₆O₁₀
• Molecular Weight: 909.092

Synonyms:((R)-2-[(S)-2-Benzyloxycarbonylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-{[2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-methyl-amino}-propionylamino)-acetic acid tert-butyl ester

Chemical Property of ((R)-2-[(S)-2-Benzyloxycarbonylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-{[2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-methyl-amino}-propionylamino)-acetic acid tert-butyl ester

Chemical Property:

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98% ^*data from raw suppliers

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Technology Process of ((R)-2-[(S)-2-Benzyloxycarbonylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-{[2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-methyl-amino}-propionylamino)-acetic acid tert-butyl ester

There total 5 articles about ((R)-2-[(S)-2-Benzyloxycarbonylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-{[2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-methyl-amino}-propionylamino)-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:

N-benzyloxycarbonyl-O-benzyl-L-tyrosine (86827-18-1,92455-53-3,16677-29-5) + ((R)-2-Amino-3-{[2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-methyl-amino}-propionylamino)-acetic acid tert-butyl ester → ((R)-2-[(S)-2-Benzyloxycarbonylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-{[2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-methyl-amino}-propionylamino)-acetic acid tert-butyl ester (210818-42-1)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 48h; Yield given;

DOI:10.1021/jm970861r

Reference yield:

glycine tert-butyl ester hydrochloride (27532-96-3) → ((R)-2-[(S)-2-Benzyloxycarbonylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-{[2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-methyl-amino}-propionylamino)-acetic acid tert-butyl ester (210818-42-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Cs₂CO₃, 2.) BOP / 1.) DMF, RT, 24 h, 2.) DMF, RT, 52 h

2: H₂ / 10percent Pd/C / ethanol / 19 h

3: DIEA, BOP / dimethylformamide / 48 h

With hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm970861r

Reference yield:

N-butoxycarbonyl-L-phenylalanine anhydride (142955-51-9) → ((R)-2-[(S)-2-Benzyloxycarbonylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-{[2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-ethyl]-methyl-amino}-propionylamino)-acetic acid tert-butyl ester (210818-42-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 50 percent / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 1.) Cs₂CO₃, 2.) BOP / 1.) DMF, RT, 24 h, 2.) DMF, RT, 52 h

3: H₂ / 10percent Pd/C / ethanol / 19 h

4: DIEA, BOP / dimethylformamide / 48 h

With hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970861r

upstream raw materials:

N-benzyloxycarbonyl-O-benzyl-L-tyrosine

glycine tert-butyl ester hydrochloride

N-butoxycarbonyl-L-phenylalanine anhydride

Boc-L-Phe-NH(CH₂)2NHMe

Downstream raw materials:

[(S)-1-((6S,12R)-6-Benzyl-1-methyl-5,8,11-trioxo-1,4,7,10-tetraaza-cyclotridec-12-ylcarbamoyl)-2-(4-benzyloxy-phenyl)-ethyl]-carbamic acid benzyl ester

(S)-2-Amino-N-((6S,12R)-6-benzyl-1-methyl-5,8,11-trioxo-1,4,7,10-tetraaza-cyclotridec-12-yl)-3-(4-hydroxy-phenyl)-propionamide

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