(5R,6R)-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-5-heptanolide

Base Information

Chemical Name:(5R,6R)-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-5-heptanolide
CAS No.:642454-49-7
Molecular Formula:C₂₅H₃₄O₅Si
Molecular Weight:442.627
Hs Code.:

Synonyms:(5R,6R)-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-5-heptanolide

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Chemical Property of (5R,6R)-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-5-heptanolide

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Technology Process of (5R,6R)-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-5-heptanolide

There total 3 articles about (5R,6R)-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-5-heptanolide 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: 52.0%

: 642454-35-1
(2R)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone

: 642454-74-8
(5R,6S)-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-5-heptanolide

: 642454-49-7
(5R,6R)-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-5-heptanolide

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In phosphate buffer; chloroform; at 0 ℃; for 18h; pH=8;
DOI:10.1271/bbb.67.1959

Reference yield:

: 642454-33-9
(1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanol

: 642454-49-7
(5R,6R)-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-5-heptanolide

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 18 h / 0 °C

2: 52 percent / MCPBA / aq. phosphate buffer; CHCl₃ / 18 h / 0 °C / pH 8

With sodium acetate; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In phosphate buffer; dichloromethane; chloroform; 2: Baeyer-Villiger oxidation;
DOI:10.1271/bbb.67.1959

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 642454-49-7
(5R,6R)-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-5-heptanolide

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

2: 88 percent / pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 18 h / 0 °C

3: 52 percent / MCPBA / aq. phosphate buffer; CHCl₃ / 18 h / 0 °C / pH 8

With dmap; sodium acetate; triethylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In phosphate buffer; dichloromethane; chloroform; 3: Baeyer-Villiger oxidation;
DOI:10.1271/bbb.67.1959