(1S,2S,7S)-(4-benzenesulfonyl-2,7-dimethylcyclohepta-3,5-dienyloxy)-tert-butyldimethylsilane

Base Information

Chemical Name:(1S,2S,7S)-(4-benzenesulfonyl-2,7-dimethylcyclohepta-3,5-dienyloxy)-tert-butyldimethylsilane
CAS No.:606128-53-4
Molecular Formula:C₂₁H₃₂O₃SSi
Molecular Weight:392.635
Hs Code.:

Synonyms:(1S,2S,7S)-(4-benzenesulfonyl-2,7-dimethylcyclohepta-3,5-dienyloxy)-tert-butyldimethylsilane

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Chemical Property of (1S,2S,7S)-(4-benzenesulfonyl-2,7-dimethylcyclohepta-3,5-dienyloxy)-tert-butyldimethylsilane

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Technology Process of (1S,2S,7S)-(4-benzenesulfonyl-2,7-dimethylcyclohepta-3,5-dienyloxy)-tert-butyldimethylsilane

There total 6 articles about (1S,2S,7S)-(4-benzenesulfonyl-2,7-dimethylcyclohepta-3,5-dienyloxy)-tert-butyldimethylsilane 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: 93.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 606128-51-2
(1S, 2S, 7S)-4-Benzenesulfonyl-2,7-dimethylcyclohepta-3,5-dienol

: 606128-53-4
(1S,2S,7S)-(4-benzenesulfonyl-2,7-dimethylcyclohepta-3,5-dienyloxy)-tert-butyldimethylsilane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 - 0 ℃; for 1h;

Reference yield:

: 882-33-7
diphenyldisulfane

: 606128-53-4
(1S,2S,7S)-(4-benzenesulfonyl-2,7-dimethylcyclohepta-3,5-dienyloxy)-tert-butyldimethylsilane

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / -78 °C

1.2: tetrahydrofuran / -78 - 20 °C

2.1: trimethylsilyl triflate; (C₂H₅)3N / CH₂Cl₂ / Heating

3.1: n-C₄H₉Li / tetrahydrofuran / 1.5 h / -78 - -5 °C

3.2: tetrahydrofuran / -90 - -50 °C

4.1: m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 25 °C

5.1: lutidine / CH₂Cl₂ / 2 h / 25 °C

With n-butyllithium; trimethylsilyl trifluoromethanesulfonate; lutidine; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.200350955

Reference yield:

: 606128-45-4
(1R, 2S)-2-Methyl-5-phenylsulfanylcyclohepta-3,5-dienol

: 606128-53-4
(1S,2S,7S)-(4-benzenesulfonyl-2,7-dimethylcyclohepta-3,5-dienyloxy)-tert-butyldimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-C₄H₉Li / tetrahydrofuran / 1.5 h / -78 - -5 °C

1.2: tetrahydrofuran / -90 - -50 °C

2.1: m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 25 °C

3.1: lutidine / CH₂Cl₂ / 2 h / 25 °C

With n-butyllithium; lutidine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.200350955