(S)-2-{(1S,2S)-1-[((S)-2-Benzyloxycarbonylamino-propionylamino)-methyl]-2-tert-butoxycarbonylamino-3-phenyl-propylamino}-4-methyl-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-2-{(1S,2S)-1-[((S)-2-Benzyloxycarbonylamino-propionylamino)-methyl]-2-tert-butoxycarbonylamino-3-phenyl-propylamino}-4-methyl-pentanoic acid methyl ester
• CAS No.: 176685-85-1
• Molecular Formula: C₃₃H₄₈N₄O₇
• Molecular Weight: 612.767

Synonyms:

Chemical Property of (S)-2-{(1S,2S)-1-[((S)-2-Benzyloxycarbonylamino-propionylamino)-methyl]-2-tert-butoxycarbonylamino-3-phenyl-propylamino}-4-methyl-pentanoic acid methyl ester

Chemical Property:

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Useful:

Technology Process of (S)-2-{(1S,2S)-1-[((S)-2-Benzyloxycarbonylamino-propionylamino)-methyl]-2-tert-butoxycarbonylamino-3-phenyl-propylamino}-4-methyl-pentanoic acid methyl ester

There total 2 articles about (S)-2-{(1S,2S)-1-[((S)-2-Benzyloxycarbonylamino-propionylamino)-methyl]-2-tert-butoxycarbonylamino-3-phenyl-propylamino}-4-methyl-pentanoic 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:

Boc-PheψLeu-OMe (431063-61-5) → (S)-2-{(1S,2S)-1-[((S)-2-Benzyloxycarbonylamino-propionylamino)-methyl]-2-tert-butoxycarbonylamino-3-phenyl-propylamino}-4-methyl-pentanoic acid methyl ester (176685-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, AcOH / Pd/C / Ambient temperature

2: DCC, HOBt

With hydrogen; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal;

DOI:10.1016/0040-4039(96)00198-0

Reference yield:

N-Cbz-Ala (1142-20-7) + (S)-2-((1S,2S)-1-Aminomethyl-2-tert-butoxycarbonylamino-3-phenyl-propylamino)-4-methyl-pentanoic acid methyl ester (176777-47-2) → (S)-2-{(1S,2S)-1-[((S)-2-Benzyloxycarbonylamino-propionylamino)-methyl]-2-tert-butoxycarbonylamino-3-phenyl-propylamino}-4-methyl-pentanoic acid methyl ester (176685-85-1)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide;

DOI:10.1016/0040-4039(96)00198-0

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + (S)-2-{(1S,2S)-1-[((S)-2-Benzyloxycarbonylamino-propionylamino)-methyl]-2-tert-butoxycarbonylamino-3-phenyl-propylamino}-4-methyl-pentanoic acid methyl ester (176685-85-1) → (S)-2-{(4S,5S)-4-Benzyl-5-[((S)-2-benzyloxycarbonylamino-propionylamino)-methyl]-2-oxo-imidazolidin-1-yl}-4-methyl-pentanoic acid methyl ester

Guidance literature:

Multistep reaction;

DOI:10.1016/0040-4039(96)00198-0

upstream raw materials:

N-Cbz-Ala

(S)-2-((1S,2S)-1-Aminomethyl-2-tert-butoxycarbonylamino-3-phenyl-propylamino)-4-methyl-pentanoic acid methyl ester

Boc-PheψLeu-OMe

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