[(1S,2R)-1-Benzyl-2-((S)-1-carbamoyl-3-methyl-butylamino)-2-cyano-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(1S,2R)-1-Benzyl-2-((S)-1-carbamoyl-3-methyl-butylamino)-2-cyano-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 159141-35-2
• Molecular Formula: C₂₁H₃₂N₄O₃
• Molecular Weight: 388.51

Synonyms:[(1S,2R)-1-Benzyl-2-((S)-1-carbamoyl-3-methyl-butylamino)-2-cyano-ethyl]-carbamic acid tert-butyl ester

Chemical Property of [(1S,2R)-1-Benzyl-2-((S)-1-carbamoyl-3-methyl-butylamino)-2-cyano-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [(1S,2R)-1-Benzyl-2-((S)-1-carbamoyl-3-methyl-butylamino)-2-cyano-ethyl]-carbamic acid tert-butyl ester

There total 1 articles about [(1S,2R)-1-Benzyl-2-((S)-1-carbamoyl-3-methyl-butylamino)-2-cyano-ethyl]-carbamic 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: 36.0%

H-L-Leu-NH2 (687-51-4,13079-20-4,13366-40-0,15893-47-7) + trimethylsilyl cyanide (7677-24-9) + Boc-L-phenylalaninal (72155-45-4) → [(1S,2R)-1-Benzyl-2-((S)-1-carbamoyl-3-methyl-butylamino)-2-cyano-ethyl]-carbamic acid tert-butyl ester (159141-35-2) + [(1S,2S)-1-Benzyl-2-((S)-1-carbamoyl-3-methyl-butylamino)-2-cyano-ethyl]-carbamic acid tert-butyl ester (159247-02-6)

Guidance literature:

With zinc(II) chloride;

DOI:10.1021/jo00092a019

Reference yield: 65.0%

[(1S,2R)-1-Benzyl-2-((S)-1-carbamoyl-3-methyl-butylamino)-2-cyano-ethyl]-carbamic acid tert-butyl ester (159141-35-2) → [(1S,2R)-1-Benzyl-2-carbamoyl-2-((S)-1-carbamoyl-3-methyl-butylamino)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1021/jo00092a019

Reference yield: 53.0%

L-alanine methyl ester hydrochloride (2491-20-5) + [(1S,2R)-1-Benzyl-2-((S)-1-carbamoyl-3-methyl-butylamino)-2-cyano-ethyl]-carbamic acid tert-butyl ester (159141-35-2) → [(S)-1-((2S,6S)-6-Isobutyl-5-oxo-piperazin-2-yl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester + (S)-2-[(2S,3S)-3-tert-Butoxycarbonylamino-2-((S)-1-carbamoyl-3-methyl-butylamino)-4-phenyl-butylamino]-propionic acid methyl ester

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; at 20 ℃; for 8h; under 760 Torr;

DOI:10.1016/S0040-4039(02)00012-6

upstream raw materials:

H-L-Leu-NH₂

trimethylsilyl cyanide

Boc-L-phenylalaninal

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