(S)-2-[(3S,5R)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-3-isobutyl-2-oxo-piperazin-1-yl]-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-[(3S,5R)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-3-isobutyl-2-oxo-piperazin-1-yl]-propionic acid methyl ester
CAS No.:438579-58-9
Molecular Formula:C₂₅H₃₉N₃O₅
Molecular Weight:461.602
Hs Code.:

Synonyms:(S)-2-[(3S,5R)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-3-isobutyl-2-oxo-piperazin-1-yl]-propionic acid methyl ester

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Chemical Property of (S)-2-[(3S,5R)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-3-isobutyl-2-oxo-piperazin-1-yl]-propionic acid methyl ester

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Technology Process of (S)-2-[(3S,5R)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-3-isobutyl-2-oxo-piperazin-1-yl]-propionic acid methyl ester

There total 2 articles about (S)-2-[(3S,5R)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-3-isobutyl-2-oxo-piperazin-1-yl]-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: 81.0%

: 431059-49-3
(S)-2-{(1R,2S)-2-tert-Butoxycarbonylamino-1-[((S)-1-methoxycarbonyl-ethylamino)-methyl]-3-phenyl-propylamino}-4-methyl-pentanoic acid methyl ester

: 438579-58-9
(S)-2-[(3S,5R)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-3-isobutyl-2-oxo-piperazin-1-yl]-propionic acid methyl ester

Guidance literature:: In toluene; at 100 ℃; for 8h;
DOI:10.1021/jo0256336

Reference yield:

: 431063-61-5
Boc-PheψLeu-OMe

: 438579-58-9
(S)-2-[(3S,5R)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-3-isobutyl-2-oxo-piperazin-1-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 34 percent / H₂ / 10 percent Pd/C / methanol / 8 h / 20 °C / 760 Torr

2: 81 percent / toluene / 8 h / 100 °C

With hydrogen; palladium on activated charcoal; In methanol; toluene;
DOI:10.1021/jo0256336

Reference yield: 52.0%

: 32315-10-9
bis(trichloromethyl) carbonate

: 438579-58-9
(S)-2-[(3S,5R)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-3-isobutyl-2-oxo-piperazin-1-yl]-propionic acid methyl ester

: (1S,5S,8aR)-5-isobutyl-7-[(1S)-1-methoxycarbonylethyl]-1-phenylmethyl-3,6-dioxoperhydroimidazo[1,5-a]pyrazine

Guidance literature:: (S)-2-[(3S,5R)-5-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-3-isobutyl-2-oxo-piperazin-1-yl]-propionic acid methyl ester; With hydrogenchloride; In methanol; at 20 ℃; for 5h;

bis(trichloromethyl) carbonate; With TEA; In dichloromethane; at 0 ℃; for 4h; Further stages.;
DOI:10.1021/jo0256336