(7S,9R)-9-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decan-7-ol

Base Information

Chemical Name:(7S,9R)-9-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decan-7-ol
CAS No.:1349703-67-8
Molecular Formula:C₂₅H₃₂O₄Si
Molecular Weight:424.612
Hs Code.:

Synonyms:(7S,9R)-9-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decan-7-ol

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Chemical Property of (7S,9R)-9-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decan-7-ol

Chemical Property:

Purity/Quality:

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Technology Process of (7S,9R)-9-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decan-7-ol

There total 4 articles about (7S,9R)-9-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decan-7-ol 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:

: 1246364-28-2
(R)-7-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decane

: 1349703-66-7
(7R,9R)-9-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decan-7-ol

: 1349703-67-8
(7S,9R)-9-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decan-7-ol

Guidance literature:: With pyridine N-oxide; selenium(IV) oxide; In 1,4-dioxane; at 90 ℃; for 2h; optical yield given as %de; diastereoselective reaction;
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

: 1349703-66-7
(7R,9R)-9-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decan-7-ol

: 1349703-67-8
(7S,9R)-9-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decan-7-ol

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 4746-97-8
cyclohexanedione monoethylene ketal

: 1349703-66-7
(7R,9R)-9-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decan-7-ol

: 1349703-67-8
(7S,9R)-9-[(tert-butyldiphenylsilyl)oxy]-8-methylene-1,4-dioxa-spiro[4.5]decan-7-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: Nitrosobenzene; L-proline / chloroform / 26 h / 4 - 20 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C

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

3.2: 4 h / -78 °C

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

With 1H-imidazole; pyridine N-oxide; selenium(IV) oxide; n-butyllithium; Nitrosobenzene; L-proline; In tetrahydrofuran; 1,4-dioxane; hexane; chloroform; N,N-dimethyl-formamide; 3.2: Wittig reaction;
DOI:10.1016/j.bmc.2011.09.048