2-[(5S,6S)-6-[2-bromo-3-(2,2-dimethoxyethyl)-6-methoxyphenoxy]-5-[(tert-butyldimethylsilyl)oxy]cyclohex-1-en-1-yl]ethyl acetate

Base Information

Chemical Name:2-[(5S,6S)-6-[2-bromo-3-(2,2-dimethoxyethyl)-6-methoxyphenoxy]-5-[(tert-butyldimethylsilyl)oxy]cyclohex-1-en-1-yl]ethyl acetate
CAS No.:1610613-28-9
Molecular Formula:C₂₇H₄₃BrO₇Si
Molecular Weight:587.624
Hs Code.:

Synonyms:2-[(5S,6S)-6-[2-bromo-3-(2,2-dimethoxyethyl)-6-methoxyphenoxy]-5-[(tert-butyldimethylsilyl)oxy]cyclohex-1-en-1-yl]ethyl acetate

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Chemical Property of 2-[(5S,6S)-6-[2-bromo-3-(2,2-dimethoxyethyl)-6-methoxyphenoxy]-5-[(tert-butyldimethylsilyl)oxy]cyclohex-1-en-1-yl]ethyl acetate

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Technology Process of 2-[(5S,6S)-6-[2-bromo-3-(2,2-dimethoxyethyl)-6-methoxyphenoxy]-5-[(tert-butyldimethylsilyl)oxy]cyclohex-1-en-1-yl]ethyl acetate

There total 5 articles about 2-[(5S,6S)-6-[2-bromo-3-(2,2-dimethoxyethyl)-6-methoxyphenoxy]-5-[(tert-butyldimethylsilyl)oxy]cyclohex-1-en-1-yl]ethyl acetate 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: 79.5%

: 1610613-26-7
2-[(5S,6R)-5-[(tert-butyldimethylsilyl)oxy]-6-hydroxycyclohex-1-en-1-yl]ethyl acetate

: 1610613-27-8
2-bromo-3-(2,2-dimethoxyethyl)-6-methoxyphenol

: 1610613-28-9
2-[(5S,6S)-6-[2-bromo-3-(2,2-dimethoxyethyl)-6-methoxyphenoxy]-5-[(tert-butyldimethylsilyl)oxy]cyclohex-1-en-1-yl]ethyl acetate

Guidance literature:: With tributylphosphine; di-isopropyl azodicarboxylate; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1002/adsc.201400016

Reference yield:

: 2-[(5S,6R)-5,6-dihydroxycyclohexa-1,3-dien-1-yl]ethyl acetate

: 1610613-28-9
2-[(5S,6S)-6-[2-bromo-3-(2,2-dimethoxyethyl)-6-methoxyphenoxy]-5-[(tert-butyldimethylsilyl)oxy]cyclohex-1-en-1-yl]ethyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium diazodicarboxylate; acetic acid / methanol / 0.75 h / 0 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 20 °C

3: di-isopropyl azodicarboxylate; tributylphosphine / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; tributylphosphine; di-isopropyl azodicarboxylate; potassium diazodicarboxylate; acetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 3: |Mitsunobu Displacement;
DOI:10.1002/adsc.201400016

Reference yield:

: 1315613-92-3
C₁₂H₁₅BrO₄

: 1610613-28-9
2-[(5S,6S)-6-[2-bromo-3-(2,2-dimethoxyethyl)-6-methoxyphenoxy]-5-[(tert-butyldimethylsilyl)oxy]cyclohex-1-en-1-yl]ethyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / 2 h / Inert atmosphere; Reflux

2: di-isopropyl azodicarboxylate; tributylphosphine / tetrahydrofuran / 1 h / 0 °C

With tributylphosphine; di-isopropyl azodicarboxylate; toluene-4-sulfonic acid; In tetrahydrofuran; 2: |Mitsunobu Displacement;
DOI:10.1002/adsc.201400016