Toluene-4-sulfonic acid 4-[(5R,6R)-6-butyl-5-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-butyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid 4-[(5R,6R)-6-butyl-5-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-butyl ester
CAS No.:120883-58-1
Molecular Formula:C₂₇H₄₆O₄SSi
Molecular Weight:494.811
Hs Code.:

Synonyms:Toluene-4-sulfonic acid 4-[(5R,6R)-6-butyl-5-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-butyl ester

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Chemical Property of Toluene-4-sulfonic acid 4-[(5R,6R)-6-butyl-5-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-butyl ester

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Technology Process of Toluene-4-sulfonic acid 4-[(5R,6R)-6-butyl-5-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-butyl ester

There total 13 articles about Toluene-4-sulfonic acid 4-[(5R,6R)-6-butyl-5-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-butyl ester 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: 98.0%

: 120883-57-0
4-(1-(trans-5-((tert-butyldimethylsilyl)oxy)-6-butylcyclohexenyl))butanol

: 98-59-9
p-toluenesulfonyl chloride

: 120883-58-1
Toluene-4-sulfonic acid 4-[(5R,6R)-6-butyl-5-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-butyl ester

Guidance literature:: With pyridine; at -20 - 0 ℃;
DOI:10.1021/jo00275a023

Reference yield:

: 120883-61-6
trans-2-butyl-3-hydroxy-1-cyclohexanone

: 120883-58-1
Toluene-4-sulfonic acid 4-[(5R,6R)-6-butyl-5-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / imidazole / dimethylformamide / 3 h / Ambient temperature

2: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) 12 h

3: 1.) copper(I) iodide / 1.) THF, -78 deg C, 30 min, 2.) -20 deg C, 12 h

4: 98 percent / ammonia, sodium / diethyl ether / 1 h / -78 °C

5: 98 percent / pyridine / -20 - 0 °C

With pyridine; 1H-imidazole; copper(l) iodide; ammonia; sodium; lithium diisopropyl amide; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jo00275a023

Reference yield:

: 120883-52-5
(4-Cyclohexa-1,5-dienyl-butoxymethyl)-benzene

: 120883-58-1
Toluene-4-sulfonic acid 4-[(5R,6R)-6-butyl-5-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / LiCl, LiOAc*2H₂O, Pd(OAc)2, p-benzoquinone / acetone / 8 h

2: 89 percent / CuCN / diethyl ether / 4 h / 0 °C

3: 98 percent / 5percent aq. MeOH, K₂CO₃ / 24 h / Ambient temperature

4: 92 percent / imidazole / dimethylformamide / 3 h / 0 - 20 °C

5: 98 percent / ammonia, sodium / diethyl ether / 1 h / -78 °C

6: 98 percent / pyridine / -20 - 0 °C

With pyridine; 1H-imidazole; methanol; palladium diacetate; lithium acetate; ammonia; sodium; potassium carbonate; p-benzoquinone; lithium chloride; In diethyl ether; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00275a023