(+)-tert-butyl N-[(1R,4S)-2-bromo-4-[(tert-butyldimethylsilyl)oxy]cyclohex-2-en-1-yl]carbamate

Base Information

Chemical Name:(+)-tert-butyl N-[(1R,4S)-2-bromo-4-[(tert-butyldimethylsilyl)oxy]cyclohex-2-en-1-yl]carbamate
CAS No.:1370320-04-9
Molecular Formula:C₁₇H₃₂BrNO₃Si
Molecular Weight:406.435
Hs Code.:

Synonyms:(+)-tert-butyl N-[(1R,4S)-2-bromo-4-[(tert-butyldimethylsilyl)oxy]cyclohex-2-en-1-yl]carbamate

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Chemical Property of (+)-tert-butyl N-[(1R,4S)-2-bromo-4-[(tert-butyldimethylsilyl)oxy]cyclohex-2-en-1-yl]carbamate

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Technology Process of (+)-tert-butyl N-[(1R,4S)-2-bromo-4-[(tert-butyldimethylsilyl)oxy]cyclohex-2-en-1-yl]carbamate

There total 6 articles about (+)-tert-butyl N-[(1R,4S)-2-bromo-4-[(tert-butyldimethylsilyl)oxy]cyclohex-2-en-1-yl]carbamate 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: 76.0%

: 1370320-03-8
C₁₃H₂₄BrNO₃Si

: 75-65-0
tert-butyl alcohol

: 1370320-04-9
(+)-tert-butyl N-[(1R,4S)-2-bromo-4-[(tert-butyldimethylsilyl)oxy]cyclohex-2-en-1-yl]carbamate

Guidance literature:: C₁₃H₂₄BrNO₃Si; With carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; at -10 ℃; for 2.5h;

tert-butyl alcohol; With dioxomolybdenum(VI) dichloride; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1039/c2ob06904k

Reference yield:

: 67451-62-1,82683-92-9,132958-32-8,130792-45-9
cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene

: 1370320-04-9
(+)-tert-butyl N-[(1R,4S)-2-bromo-4-[(tert-butyldimethylsilyl)oxy]cyclohex-2-en-1-yl]carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogen / methanol / 2 h / 20 °C / 1125.11 Torr

2.1: pyridine / 12 h / 20 °C / Inert atmosphere

3.1: dichloromethane / 0.5 h / 0 °C

4.1: water / methanol; diethyl ether / 5 h / 20 °C / Alkaline conditions

5.1: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 2.5 h / -10 °C

5.2: 16 h / 20 °C

With pyridine; carbon tetrabromide; water; hydrogen; triethylamine; triphenylphosphine; In methanol; diethyl ether; dichloromethane;
DOI:10.1039/c2ob06904k

Reference yield:

: C₁₄H₂₂BrNO₄Si

: 1370320-04-9
(+)-tert-butyl N-[(1R,4S)-2-bromo-4-[(tert-butyldimethylsilyl)oxy]cyclohex-2-en-1-yl]carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: water / methanol; diethyl ether / 5 h / 20 °C / Alkaline conditions

2.1: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 2.5 h / -10 °C

2.2: 16 h / 20 °C

With carbon tetrabromide; water; triethylamine; triphenylphosphine; In methanol; diethyl ether; dichloromethane;
DOI:10.1039/c2ob06904k