(5R,6R)-ethyl 5-benzoyloxy-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)heptanoate

Base Information

Chemical Name:(5R,6R)-ethyl 5-benzoyloxy-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)heptanoate
CAS No.:642454-51-1
Molecular Formula:C₃₄H₄₄O₇Si
Molecular Weight:592.805
Hs Code.:

Synonyms:(5R,6R)-ethyl 5-benzoyloxy-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)heptanoate

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Chemical Property of (5R,6R)-ethyl 5-benzoyloxy-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)heptanoate

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Technology Process of (5R,6R)-ethyl 5-benzoyloxy-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)heptanoate

There total 5 articles about (5R,6R)-ethyl 5-benzoyloxy-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)heptanoate 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:

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

: 642454-51-1
(5R,6R)-ethyl 5-benzoyloxy-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)heptanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 52 percent / MCPBA / aq. phosphate buffer; CHCl₃ / 18 h / 0 °C / pH 8

2: K₂CO₃ / 18 h / 20 °C

3: 1.14 g / pyridine / 18 h / 20 °C

With pyridine; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In phosphate buffer; chloroform; 1: Baeyer-Villiger oxidation;
DOI:10.1271/bbb.67.1959

Reference yield:

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

: 642454-51-1
(5R,6R)-ethyl 5-benzoyloxy-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)heptanoate

Guidance literature:: Multi-step reaction with 4 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

3: K₂CO₃ / 18 h / 20 °C

4: 1.14 g / pyridine / 18 h / 20 °C

With pyridine; sodium acetate; potassium carbonate; 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

: 642454-51-1
(5R,6R)-ethyl 5-benzoyloxy-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)heptanoate

Guidance literature:: Multi-step reaction with 5 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

4: K₂CO₃ / 18 h / 20 °C

5: 1.14 g / pyridine / 18 h / 20 °C

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