(S)-4-Benzyl-3-{(2S,3R)-6-benzyloxy-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-hydroxy-hexanoyl}-oxazolidin-2-one

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Chemical Name:(S)-4-Benzyl-3-{(2S,3R)-6-benzyloxy-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-hydroxy-hexanoyl}-oxazolidin-2-one
CAS No.:158587-48-5
Molecular Formula:C₄₂H₅₁NO₆Si
Molecular Weight:693.956
Hs Code.:

Synonyms:(S)-4-Benzyl-3-{(2S,3R)-6-benzyloxy-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-hydroxy-hexanoyl}-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-{(2S,3R)-6-benzyloxy-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-hydroxy-hexanoyl}-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-{(2S,3R)-6-benzyloxy-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-hydroxy-hexanoyl}-oxazolidin-2-one

There total 8 articles about (S)-4-Benzyl-3-{(2S,3R)-6-benzyloxy-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-hydroxy-hexanoyl}-oxazolidin-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:

: 5470-84-8
4-benzyloxybutanal

: 158587-47-4
(S)-4-Benzyl-3-[(S)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butyryl]-oxazolidin-2-one

: 158587-48-5
(S)-4-Benzyl-3-{(2S,3R)-6-benzyloxy-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-hydroxy-hexanoyl}-oxazolidin-2-one

Guidance literature:: With triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 1 h; 2.) CH₂Cl₂, -78 to 0 deg C, 1 h; 3.) CH₂Cl₂, -78 to 0 deg C, 1 h;
DOI:10.1016/S0040-4039(00)78234-7

Reference yield:

: 123444-68-8
(S)-4-(tert-butyldiphenylsilyloxy)-3-methylbutanal

: 158587-48-5
(S)-4-Benzyl-3-{(2S,3R)-6-benzyloxy-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-hydroxy-hexanoyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1 M KMnO₄, 0.5 M NaH₂PO₄ / 2-methyl-propan-2-ol / 0.25 h

2: triethylamine / tetrahydrofuran / 0.5 h / 0 deg C to r.t.

3: n-butyllithium / tetrahydrofuran / 2 h / -78 deg C to r.t.

4: 1.) freshly distilled di-n-butylboron triflate; 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 1 h; 2.) CH₂Cl₂, -78 to 0 deg C, 1 h; 3.) CH₂Cl₂, -78 to 0 deg C, 1 h

With potassium permanganate; sodium dihydrogenphosphate; n-butyllithium; triethylamine; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)78234-7

Reference yield:

: 136262-53-8
(3S)-4-[(tert-butyldiphenylsilyl)oxy]-3-methylbutanenitrile

: 158587-48-5
(S)-4-Benzyl-3-{(2S,3R)-6-benzyloxy-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-hydroxy-hexanoyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) i-Bu₂AlH; 2.) H₃O⁽¹⁺⁾ / 1.) diethyl ether, -78 deg C to r.t., 1.5 h

2: 1 M KMnO₄, 0.5 M NaH₂PO₄ / 2-methyl-propan-2-ol / 0.25 h

3: triethylamine / tetrahydrofuran / 0.5 h / 0 deg C to r.t.

4: n-butyllithium / tetrahydrofuran / 2 h / -78 deg C to r.t.

5: 1.) freshly distilled di-n-butylboron triflate; 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 1 h; 2.) CH₂Cl₂, -78 to 0 deg C, 1 h; 3.) CH₂Cl₂, -78 to 0 deg C, 1 h

With potassium permanganate; sodium dihydrogenphosphate; n-butyllithium; oxonium; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)78234-7