tert-butyl (1S,2R,6R)-2-(tert-butyldiphenylsilyloxy)-6-hydroxycyclohex-3-enylcarbamate

Base Information

Chemical Name:tert-butyl (1S,2R,6R)-2-(tert-butyldiphenylsilyloxy)-6-hydroxycyclohex-3-enylcarbamate
CAS No.:1429183-73-2
Molecular Formula:C₂₇H₃₇NO₄Si
Molecular Weight:467.681
Hs Code.:

Synonyms:tert-butyl (1S,2R,6R)-2-(tert-butyldiphenylsilyloxy)-6-hydroxycyclohex-3-enylcarbamate

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Chemical Property of tert-butyl (1S,2R,6R)-2-(tert-butyldiphenylsilyloxy)-6-hydroxycyclohex-3-enylcarbamate

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Technology Process of tert-butyl (1S,2R,6R)-2-(tert-butyldiphenylsilyloxy)-6-hydroxycyclohex-3-enylcarbamate

There total 7 articles about tert-butyl (1S,2R,6R)-2-(tert-butyldiphenylsilyloxy)-6-hydroxycyclohex-3-enylcarbamate 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: 95.0%

: 1429183-69-6
tert-butyl (3R,4S,5R)-3-(tert-butyldiphenylsilyloxy)-5-hydroxyocta-1,7-dien-4-ylcarbamate

: 1429183-73-2
tert-butyl (1S,2R,6R)-2-(tert-butyldiphenylsilyloxy)-6-hydroxycyclohex-3-enylcarbamate

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; for 16h; Reflux; Inert atmosphere;
DOI:10.1055/s-0032-1317962

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1429183-73-2
tert-butyl (1S,2R,6R)-2-(tert-butyldiphenylsilyloxy)-6-hydroxycyclohex-3-enylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1: 1H-imidazole / dichloromethane / 4 h / 20 °C

2: toluene-4-sulfonic acid / methanol / 2 h / 20 °C

3: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

4: tetrahydrofuran; diethyl ether / -78 - -30 °C

5: Grubbs catalyst first generation / dichloromethane / 16 h / Reflux; Inert atmosphere

With 1H-imidazole; Grubbs catalyst first generation; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1055/s-0032-1317962

Reference yield:

: 114301-34-7,114301-35-8,117487-58-8,122709-37-9,117487-60-2
(2S,3S)-2-amino-N-<(tert-butyloxy)carbonyl>-1,3-dihydroxy-1,2-O,N-isopropylidene-4-pentene

: 1429183-73-2
tert-butyl (1S,2R,6R)-2-(tert-butyldiphenylsilyloxy)-6-hydroxycyclohex-3-enylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1: 1H-imidazole / dichloromethane / 4 h / 20 °C

2: toluene-4-sulfonic acid / methanol / 2 h / 20 °C

3: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

4: tetrahydrofuran; diethyl ether / -78 - -30 °C

5: Grubbs catalyst first generation / dichloromethane / 16 h / Reflux; Inert atmosphere

With 1H-imidazole; Grubbs catalyst first generation; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1055/s-0032-1317962