(Toluene-4-sulfonyl)-propynoic acid (S)-2,4,4-trimethyl-3-vinyl-cyclohex-2-enyl ester

Base Information

Chemical Name:(Toluene-4-sulfonyl)-propynoic acid (S)-2,4,4-trimethyl-3-vinyl-cyclohex-2-enyl ester
CAS No.:123218-27-9
Molecular Formula:C₂₁H₂₄O₄S
Molecular Weight:372.485
Hs Code.:

Synonyms:(Toluene-4-sulfonyl)-propynoic acid (S)-2,4,4-trimethyl-3-vinyl-cyclohex-2-enyl ester

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Chemical Property of (Toluene-4-sulfonyl)-propynoic acid (S)-2,4,4-trimethyl-3-vinyl-cyclohex-2-enyl ester

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Technology Process of (Toluene-4-sulfonyl)-propynoic acid (S)-2,4,4-trimethyl-3-vinyl-cyclohex-2-enyl ester

There total 3 articles about (Toluene-4-sulfonyl)-propynoic acid (S)-2,4,4-trimethyl-3-vinyl-cyclohex-2-enyl 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: 70.0%

: 123218-26-8
(Z)-3-Iodo-3-(toluene-4-sulfonyl)-acrylic acid (S)-2,4,4-trimethyl-3-vinyl-cyclohex-2-enyl ester

: 123218-27-9
(Toluene-4-sulfonyl)-propynoic acid (S)-2,4,4-trimethyl-3-vinyl-cyclohex-2-enyl ester

Guidance literature:: With 1,1,2,3,3-pentaisopropylguanidine; In dichloromethane; at -35 ℃; for 3h;
DOI:10.1016/S0040-4039(00)82359-X

Reference yield:

: 13894-21-8
ethynyl p-tolyl sulfone

: 123218-27-9
(Toluene-4-sulfonyl)-propynoic acid (S)-2,4,4-trimethyl-3-vinyl-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) hexane, THF, 90 min, -90 deg C - -100 deg C, 2.) -95 deg C to 0 deg C, 45 min

2: 1.) Ph₃P*I₂, 2.) 2,6-di tert-butyl-4-methylpyridine / 1.) CH₂Cl₂, -35 deg C, 30 min, 2.) -35 deg C to 23 deg C over 2 h

3: 70 percent / pentaisopropylguanidine / CH₂Cl₂ / 3 h / -35 °C

With n-butyllithium; 2,6-di-tert-butyl-4-methylpyridine; 1,1,2,3,3-pentaisopropylguanidine; triphenylphospine diiodide; In dichloromethane;
DOI:10.1016/S0040-4039(00)82359-X

Reference yield:

: 114250-62-3
3-(p-toluenesulfonyl)propiolic acid

: 123218-27-9
(Toluene-4-sulfonyl)-propynoic acid (S)-2,4,4-trimethyl-3-vinyl-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) Ph₃P*I₂, 2.) 2,6-di tert-butyl-4-methylpyridine / 1.) CH₂Cl₂, -35 deg C, 30 min, 2.) -35 deg C to 23 deg C over 2 h

2: 70 percent / pentaisopropylguanidine / CH₂Cl₂ / 3 h / -35 °C

With 2,6-di-tert-butyl-4-methylpyridine; 1,1,2,3,3-pentaisopropylguanidine; triphenylphospine diiodide; In dichloromethane;
DOI:10.1016/S0040-4039(00)82359-X