(4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-phenyl-2-[1,2,4]triazol-1-ylmethyl-hexanoic acid

Base Information

Chemical Name:(4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-phenyl-2-[1,2,4]triazol-1-ylmethyl-hexanoic acid
CAS No.:123382-14-9
Molecular Formula:C₂₆H₄₂N₄O₅Si
Molecular Weight:518.729
Hs Code.:

Synonyms:(4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-phenyl-2-[1,2,4]triazol-1-ylmethyl-hexanoic acid

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Chemical Property of (4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-phenyl-2-[1,2,4]triazol-1-ylmethyl-hexanoic acid

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Technology Process of (4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-phenyl-2-[1,2,4]triazol-1-ylmethyl-hexanoic acid

There total 2 articles about (4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-phenyl-2-[1,2,4]triazol-1-ylmethyl-hexanoic acid 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:

: 104293-39-2
(5R,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-phenylethyl>-3-methylenedihydrofuran-2(4H)-one

: 123382-14-9
(4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-phenyl-2-[1,2,4]triazol-1-ylmethyl-hexanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: toluene / 16 h / 100 °C

2: 1.) LiOH / 1.) DMF, 65 deg C, 2 days, 2.) dioxane, water, RT, 2.5 h

With lithium hydroxide; In toluene;
DOI:10.1021/jm00163a059

Reference yield:

: 123382-07-0,123382-08-1
[(S)-1-((R)-5-Oxo-4-[1,2,4]triazol-1-ylmethyl-tetrahydro-furan-2-yl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 123382-14-9
(4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-phenyl-2-[1,2,4]triazol-1-ylmethyl-hexanoic acid

Guidance literature:: With lithium hydroxide; Multistep reaction; 1.) DMF, 65 deg C, 2 days, 2.) dioxane, water, RT, 2.5 h;
DOI:10.1021/jm00163a059

Reference yield:

: 118233-41-3
(4S,5S)-5-Amino-6-cyclohexyl-4-hydroxy-2-methylene-hexanoic acid isobutyl-amide; hydrochloride

: 123382-14-9
(4R,5S)-5-tert-Butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-phenyl-2-[1,2,4]triazol-1-ylmethyl-hexanoic acid

: [(1S,2R,4R)-1-Benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-isobutylcarbamoyl-pent-4-enylcarbamoyl)-5-[1,2,4]triazol-1-yl-pentyl]-carbamic acid tert-butyl ester

: [(1S,2R,4S)-1-Benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-((1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-isobutylcarbamoyl-pent-4-enylcarbamoyl)-5-[1,2,4]triazol-1-yl-pentyl]-carbamic acid tert-butyl ester

Guidance literature:: With 4-methyl-morpholine; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at -23 ℃; for 2h;
DOI:10.1021/jm00163a059