(2S,3S,4S)-2-bromo-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxycyclopentanone

Base Information

Chemical Name:(2S,3S,4S)-2-bromo-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxycyclopentanone
CAS No.:1344673-90-0
Molecular Formula:C₂₈H₄₁BrO₃Si₂
Molecular Weight:561.707
Hs Code.:

Synonyms:(2S,3S,4S)-2-bromo-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxycyclopentanone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,4S)-2-bromo-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxycyclopentanone

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Technology Process of (2S,3S,4S)-2-bromo-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxycyclopentanone

There total 3 articles about (2S,3S,4S)-2-bromo-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxycyclopentanone 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: 61.0%

: C₂₇H₄₁BrO₃Si₂

: 1344673-90-0
(2S,3S,4S)-2-bromo-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxycyclopentanone

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201104447

Reference yield:

: 1344673-87-5
(1S,2S)-2-(tert-butyldimethylsilyl)oxymethylcyclopent-3-en-1-ol

: 1344673-90-0
(2S,3S,4S)-2-bromo-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxycyclopentanone

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole; dmap / dichloromethane; N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: N-Bromosuccinimide; water / acetone / 20 °C / Inert atmosphere

3: Dess-Martin periodane / dichloromethane / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; N-Bromosuccinimide; water; Dess-Martin periodane; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1002/anie.201104447

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1344673-90-0
(2S,3S,4S)-2-bromo-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxycyclopentanone

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-imidazole / dichloromethane / 0 °C / Inert atmosphere

2: 1H-imidazole; dmap / dichloromethane; N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3: N-Bromosuccinimide; water / acetone / 20 °C / Inert atmosphere

4: Dess-Martin periodane / dichloromethane / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; N-Bromosuccinimide; water; Dess-Martin periodane; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1002/anie.201104447