[2-((2R,3S,6S,8S,9R)-8-Benzyloxymethyl-3,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-ethoxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[2-((2R,3S,6S,8S,9R)-8-Benzyloxymethyl-3,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-ethoxy]-tert-butyl-dimethyl-silane
CAS No.:677752-47-5
Molecular Formula:C₂₇H₄₆O₄Si
Molecular Weight:462.745
Hs Code.:

Synonyms:[2-((2R,3S,6S,8S,9R)-8-Benzyloxymethyl-3,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-ethoxy]-tert-butyl-dimethyl-silane

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Chemical Property of [2-((2R,3S,6S,8S,9R)-8-Benzyloxymethyl-3,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-ethoxy]-tert-butyl-dimethyl-silane

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Technology Process of [2-((2R,3S,6S,8S,9R)-8-Benzyloxymethyl-3,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-ethoxy]-tert-butyl-dimethyl-silane

There total 13 articles about [2-((2R,3S,6S,8S,9R)-8-Benzyloxymethyl-3,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-ethoxy]-tert-butyl-dimethyl-silane 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: 81.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 677752-52-2
(2S,3R,9S,10R)-1-Benzyloxy-12-(tert-butyl-dimethyl-silanyloxy)-3,9-dimethyl-2,10-bis-triethylsilanyloxy-dodecan-6-one

: 677752-47-5
[2-((2R,3S,6S,8S,9R)-8-Benzyloxymethyl-3,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-ethoxy]-tert-butyl-dimethyl-silane

Guidance literature:: (2S,3R,9S,10R)-1-Benzyloxy-12-(tert-butyl-dimethyl-silanyloxy)-3,9-dimethyl-2,10-bis-triethylsilanyloxy-dodecan-6-one; With pyridinium p-toluenesulfonate; In methanol; dichloromethane;

tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/ol049873e

Reference yield:

: 121099-21-6,121099-20-5
(3R,4S)-1-[(tert-butyldimethylsilyl)oxy]-4-methylhex-5-en-3-ol

: 677752-47-5
[2-((2R,3S,6S,8S,9R)-8-Benzyloxymethyl-3,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-ethoxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 88 percent / imidazole / dimethylformamide / 20 °C

2.1: OsO₄; H₂O / tetrahydrofuran

3.1: NaIO₄

4.1: CH₂Cl₂

5.1: H₂ / Pd/C

6.1: n-BuLi / tetrahydrofuran / -78 °C

6.2: 75 percent / H₂ / Lindlar catalyst / ethyl acetate / 20 °C

7.1: PPTS / methanol; CH₂Cl₂

7.2: 81 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; n-butyllithium; water; hydrogen; pyridinium p-toluenesulfonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 4.1: Wittig reaction;
DOI:10.1021/ol049873e

Reference yield:

: 902453-76-3
(2R,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanal

: 677752-47-5
[2-((2R,3S,6S,8S,9R)-8-Benzyloxymethyl-3,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-ethoxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: CH₂Cl₂

2.1: H₂ / Pd/C

3.1: n-BuLi / tetrahydrofuran / -78 °C

3.2: 75 percent / H₂ / Lindlar catalyst / ethyl acetate / 20 °C

4.1: PPTS / methanol; CH₂Cl₂

4.2: 81 percent / imidazole / dimethylformamide / 20 °C

With n-butyllithium; hydrogen; pyridinium p-toluenesulfonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; 1.1: Wittig reaction;
DOI:10.1021/ol049873e