(3R,5R)-3,5-bis-[(tert-butyldiphenylsilyl)oxy]-4-methylene-cyclohexanone

Base Information

Chemical Name:(3R,5R)-3,5-bis-[(tert-butyldiphenylsilyl)oxy]-4-methylene-cyclohexanone
CAS No.:1154606-29-7
Molecular Formula:C₃₉H₄₆O₃Si₂
Molecular Weight:618.963
Hs Code.:

Synonyms:(3R,5R)-3,5-bis-[(tert-butyldiphenylsilyl)oxy]-4-methylene-cyclohexanone

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Chemical Property of (3R,5R)-3,5-bis-[(tert-butyldiphenylsilyl)oxy]-4-methylene-cyclohexanone

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Technology Process of (3R,5R)-3,5-bis-[(tert-butyldiphenylsilyl)oxy]-4-methylene-cyclohexanone

There total 7 articles about (3R,5R)-3,5-bis-[(tert-butyldiphenylsilyl)oxy]-4-methylene-cyclohexanone 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: 98.0%

: 1154607-88-1
(3R,5R)-3,5-bis{[tert-butyl(diphenyl)silyl]oxy}-4-methylenecyclohexanol

: 1154606-29-7
(3R,5R)-3,5-bis-[(tert-butyldiphenylsilyl)oxy]-4-methylene-cyclohexanone

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 3.5h;

Reference yield: 96.0%

: 1349703-71-4
(7R,9R)-7,9-bis-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decane

: 1154606-29-7
(3R,5R)-3,5-bis-[(tert-butyldiphenylsilyl)oxy]-4-methylene-cyclohexanone

Guidance literature:: With iron(III) chloride hexahydrate; In dichloromethane; at 20 ℃; for 0.333333h;
DOI:10.1016/j.bmc.2011.09.048

Reference yield:

: 851764-31-3
(R)-4-hydroxy-1,4-dioxa-spiro[4.5]decan-8-one

: 1154606-29-7
(3R,5R)-3,5-bis-[(tert-butyldiphenylsilyl)oxy]-4-methylene-cyclohexanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.58 h / 0 - 20 °C / Inert atmosphere

2.2: 4 h / -78 °C

3.1: pyridine N-oxide; selenium(IV) oxide / 1,4-dioxane / 2 h / 90 °C

4.1: 1H-imidazole / N,N-dimethyl-formamide / 3.5 h / 0 - 20 °C

5.1: iron(III) chloride hexahydrate / dichloromethane / 0.33 h / 20 °C

With 1H-imidazole; pyridine N-oxide; selenium(IV) oxide; n-butyllithium; iron(III) chloride hexahydrate; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide; 2.2: Wittig reaction;
DOI:10.1016/j.bmc.2011.09.048