(4S)-3-[(2S,3R,5S)-2-allyl-3-hydroxy-5-methyl-7-trimethylsilanylhept-6-ynoyl]-4-benzyloxazolidin-2-one

Base Information

Chemical Name:(4S)-3-[(2S,3R,5S)-2-allyl-3-hydroxy-5-methyl-7-trimethylsilanylhept-6-ynoyl]-4-benzyloxazolidin-2-one
CAS No.:917375-49-6
Molecular Formula:C₂₄H₃₃NO₄Si
Molecular Weight:427.616
Hs Code.:

Synonyms:(4S)-3-[(2S,3R,5S)-2-allyl-3-hydroxy-5-methyl-7-trimethylsilanylhept-6-ynoyl]-4-benzyloxazolidin-2-one

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Chemical Property of (4S)-3-[(2S,3R,5S)-2-allyl-3-hydroxy-5-methyl-7-trimethylsilanylhept-6-ynoyl]-4-benzyloxazolidin-2-one

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Technology Process of (4S)-3-[(2S,3R,5S)-2-allyl-3-hydroxy-5-methyl-7-trimethylsilanylhept-6-ynoyl]-4-benzyloxazolidin-2-one

There total 5 articles about (4S)-3-[(2S,3R,5S)-2-allyl-3-hydroxy-5-methyl-7-trimethylsilanylhept-6-ynoyl]-4-benzyloxazolidin-2-one 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:

: (S)-3-Methyl-5-trimethylsilanyl-pent-4-ynenitrile

: 917375-49-6
(4S)-3-[(2S,3R,5S)-2-allyl-3-hydroxy-5-methyl-7-trimethylsilanylhept-6-ynoyl]-4-benzyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: DIBAL-H

2.1: Bu₂BOTf; EtN(i-Pr)2 / toluene / 1 h / cooling

2.2: 82 percent / toluene / 6 h / 20 °C

With di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In toluene;
DOI:10.1016/j.tet.2006.05.019

Reference yield:

: 917375-59-8
(S)-3-methyl-5-trimethylsilanylpent-4-yn-1-ol

: 917375-49-6
(4S)-3-[(2S,3R,5S)-2-allyl-3-hydroxy-5-methyl-7-trimethylsilanylhept-6-ynoyl]-4-benzyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / 1.5 h / cooling

2.1: Bu₂BOTf; EtN(i-Pr)2 / toluene / 1 h / cooling

2.2: 82 percent / toluene / 6 h / 20 °C

With oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; 1.1: Swern oxidation;
DOI:10.1016/j.tet.2006.05.019

Reference yield:

: Toluene-4-sulfonic acid (R)-2-methyl-4-trimethylsilanyl-but-3-ynyl ester

: 917375-49-6
(4S)-3-[(2S,3R,5S)-2-allyl-3-hydroxy-5-methyl-7-trimethylsilanylhept-6-ynoyl]-4-benzyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: DIBAL-H

2.1: Bu₂BOTf; EtN(i-Pr)2 / toluene / 1 h / cooling

2.2: 82 percent / toluene / 6 h / 20 °C

With di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In toluene;
DOI:10.1016/j.tet.2006.05.019