Benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethynyl-cyclohex-1-enylmethyl ester

Base Information

Chemical Name:Benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethynyl-cyclohex-1-enylmethyl ester
CAS No.:155136-15-5
Molecular Formula:C₂₂H₃₀O₃Si
Molecular Weight:370.564
Hs Code.:

Synonyms:Benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethynyl-cyclohex-1-enylmethyl ester

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Chemical Property of Benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethynyl-cyclohex-1-enylmethyl ester

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Technology Process of Benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethynyl-cyclohex-1-enylmethyl ester

There total 6 articles about Benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethynyl-cyclohex-1-enylmethyl 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: 89.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 155136-14-4
1-benzyloxymethyl-4-ethynyl-4-hydroxycyclohex-1-ene

: 155136-15-5
Benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethynyl-cyclohex-1-enylmethyl ester

Guidance literature:: With TEA;
DOI:10.1016/S0040-4039(00)61313-8

Reference yield:

: Benzoic acid 4-hydroxy-4-trimethylsilanylethynyl-cyclohex-1-enylmethyl ester

: 155136-15-5
Benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethynyl-cyclohex-1-enylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / TBAF*3H₂O / tetrahydrofuran / 2 h / 0 °C

2: 89 percent / CH₂Cl₂ / 2 h / 0 °C

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)80630-X

Reference yield:

: 54584-38-2
methyl 1,4-dioxaspiro<4,5>dec-7-ene-8-carboxylate

: 155136-15-5
Benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethynyl-cyclohex-1-enylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

2: 97 percent / pyridine / 0 - 4 °C

3: 96 percent / 35percent aqueous TFA / CHCl₃ / 36 h

4: 88 percent / tetrahydrofuran / 3 h / -78 °C

5: 95 percent / TBAF*3H₂O / tetrahydrofuran / 2 h / 0 °C

6: 89 percent / CH₂Cl₂ / 2 h / 0 °C

With pyridine; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1016/S0040-4020(01)80630-X