(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-2-one

Base Information

Chemical Name:(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-2-one
CAS No.:132958-25-9
Molecular Formula:C₂₃H₃₀O₄Si
Molecular Weight:398.574
Hs Code.:

Synonyms:(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-2-one

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Chemical Property of (3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-2-one

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Technology Process of (3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-2-one

There total 14 articles about (3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-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:

: (2S,3R,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-3,5-dihydroxy-2-methyl-hexanoic acid

: 132958-25-9
(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-2-one

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1016/j.tetlet.2004.10.071

Reference yield:

: (S)-6-(tert-Butyl-diphenyl-silanyloxy)-3,5-dihydroxy-2-methyl-hexanoic acid isopropyl ester

: 110134-81-1,132958-25-9,132958-26-0
(S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-2-one

Guidance literature:: With camphor-10-sulfonic acid; In benzene; Yield given;
DOI:10.1016/S0040-4039(00)87804-1

Reference yield:

: (S)-4-Benzyl-3-((2S,3R,5S)-3,5,6-trihydroxy-2-methyl-hexanoyl)-oxazolidin-2-one

: 132958-25-9
(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole; 4-DMAP / CH₂Cl₂ / 1.5 h / 0 °C

2: LiOH*H₂O; aq. H₂O₂ / tetrahydrofuran / 1.5 h / 0 °C

3: EDC; HOBT; Et₃N / CH₂Cl₂ / 1.5 h / 20 °C

With 1H-imidazole; dmap; lithium hydroxide; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2004.10.071