methyl (S)-4-(tert-butyldimethylsilyloxy)-3-(triisopropylsilyloxy)butanoate

Base Information

Chemical Name:methyl (S)-4-(tert-butyldimethylsilyloxy)-3-(triisopropylsilyloxy)butanoate
CAS No.:1353889-09-4
Molecular Formula:C₂₀H₄₄O₄Si₂
Molecular Weight:404.738
Hs Code.:

Synonyms:methyl (S)-4-(tert-butyldimethylsilyloxy)-3-(triisopropylsilyloxy)butanoate

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Chemical Property of methyl (S)-4-(tert-butyldimethylsilyloxy)-3-(triisopropylsilyloxy)butanoate

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Technology Process of methyl (S)-4-(tert-butyldimethylsilyloxy)-3-(triisopropylsilyloxy)butanoate

There total 1 articles about methyl (S)-4-(tert-butyldimethylsilyloxy)-3-(triisopropylsilyloxy)butanoate 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: 85.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 113494-89-6
methyl (S)-4-<(1,1-dimethylethyl)dimethylsiloxy>-3-hydroxybutanoate

: 1353889-09-4
methyl (S)-4-(tert-butyldimethylsilyloxy)-3-(triisopropylsilyloxy)butanoate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1055/s-0030-1260174

Reference yield:

: 1353889-09-4
methyl (S)-4-(tert-butyldimethylsilyloxy)-3-(triisopropylsilyloxy)butanoate

: 1353889-14-1
(S)-8,8-diisopropyl-6-[(R)-2-(4-methoxybenzyloxy)nonyl]-2,2,3,3,9-pentamethyl-4,7-dioxa-3,8-disiladecane

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.17 h / -78 °C / Inert atmosphere

1.2: 1.17 h / -78 °C / Inert atmosphere

2.1: barium hydroxide octahydrate / tetrahydrofuran / 0.5 h

2.2: 0.5 h

3.1: (R)-Me-CBS; dimethylsulfide borane complex / tetrahydrofuran; toluene

4.1: platinum(IV) oxide; hydrogen / ethyl acetate / 2 h

5.1: copper(II) bis(trifluoromethanesulfonate) / toluene / 12 h / Inert atmosphere

With platinum(IV) oxide; n-butyllithium; barium hydroxide octahydrate; dimethylsulfide borane complex; (R)-Me-CBS; hydrogen; copper(II) bis(trifluoromethanesulfonate); In tetrahydrofuran; hexane; ethyl acetate; toluene; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1055/s-0030-1260174

Reference yield:

: 1353889-09-4
methyl (S)-4-(tert-butyldimethylsilyloxy)-3-(triisopropylsilyloxy)butanoate

: 1353889-15-2
(2S,4R)-4-(4-methoxybenzyloxy)-2-(triisopropylsilyloxy)undecan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.17 h / -78 °C / Inert atmosphere

1.2: 1.17 h / -78 °C / Inert atmosphere

2.1: barium hydroxide octahydrate / tetrahydrofuran / 0.5 h

2.2: 0.5 h

3.1: (R)-Me-CBS; dimethylsulfide borane complex / tetrahydrofuran; toluene

4.1: platinum(IV) oxide; hydrogen / ethyl acetate / 2 h

5.1: copper(II) bis(trifluoromethanesulfonate) / toluene / 12 h / Inert atmosphere

6.1: camphor-10-sulfonic acid / methanol; dichloromethane / 0.5 h / 0 °C / Inert atmosphere

With platinum(IV) oxide; n-butyllithium; barium hydroxide octahydrate; dimethylsulfide borane complex; (R)-Me-CBS; camphor-10-sulfonic acid; hydrogen; copper(II) bis(trifluoromethanesulfonate); In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; toluene; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1055/s-0030-1260174