6-(2-Bromobenzyl)-6-<<(tert-butyldimethylsilyl)oxy>methyl>cyclohex-1-en-1-yl triflate

Base Information

Chemical Name:6-(2-Bromobenzyl)-6-<<(tert-butyldimethylsilyl)oxy>methyl>cyclohex-1-en-1-yl triflate
CAS No.:134079-10-0
Molecular Formula:C₂₁H₃₀BrF₃O₄SSi
Molecular Weight:543.518
Hs Code.:

Synonyms:6-(2-Bromobenzyl)-6-<<(tert-butyldimethylsilyl)oxy>methyl>cyclohex-1-en-1-yl triflate

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Chemical Property of 6-(2-Bromobenzyl)-6-<<(tert-butyldimethylsilyl)oxy>methyl>cyclohex-1-en-1-yl triflate

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Technology Process of 6-(2-Bromobenzyl)-6-<<(tert-butyldimethylsilyl)oxy>methyl>cyclohex-1-en-1-yl triflate

There total 5 articles about 6-(2-Bromobenzyl)-6-<<(tert-butyldimethylsilyl)oxy>methyl>cyclohex-1-en-1-yl triflate 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: 90.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 134079-03-1
2-(2-Bromobenzyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>cyclohexanone

: 134079-10-0
6-(2-Bromobenzyl)-6-<<(tert-butyldimethylsilyl)oxy>methyl>cyclohex-1-en-1-yl triflate

Guidance literature:: With 2,6-di-tert-butyl-pyridine; In 1,2-dichloro-ethane; at 80 ℃; for 15h;
DOI:10.1021/jo00011a009

Reference yield:

: 13747-72-3
ethyl 1,4-dioxa-spiro[4,5]decane-6-carboxylate

: 134079-10-0
6-(2-Bromobenzyl)-6-<<(tert-butyldimethylsilyl)oxy>methyl>cyclohex-1-en-1-yl triflate

Guidance literature:: Multi-step reaction with 4 steps

1: 1) LDA / 1) hexane, THF, 0 deg C, 30 min 2) THF, 0 deg C, 16 h

2: 69 percent / LiBH₄ / diethyl ether / 6 h / 0 °C

3: 82 percent / Et₃N, DMAP / CH₂Cl₂ / 16 h

4: 90 percent / 2,6-di-t-butylpyridine / 1,2-dichloro-ethane / 15 h / 80 °C

With dmap; lithium borohydride; 2,6-di-tert-butyl-pyridine; triethylamine; lithium diisopropyl amide; In diethyl ether; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jo00011a009

Reference yield:

: 134079-24-6
[6-(2-Bromo-benzyl)-1,4-dioxa-spiro[4.5]dec-6-yl]-methanol

: 134079-10-0
6-(2-Bromobenzyl)-6-<<(tert-butyldimethylsilyl)oxy>methyl>cyclohex-1-en-1-yl triflate

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / Et₃N, DMAP / CH₂Cl₂ / 16 h

2: 90 percent / 2,6-di-t-butylpyridine / 1,2-dichloro-ethane / 15 h / 80 °C

With dmap; 2,6-di-tert-butyl-pyridine; triethylamine; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jo00011a009