1-{(1R,2S,6R)-1,2-Dimethyl-6-[4-(toluene-4-sulfonyl)-thiazol-5-ylmethyl]-cyclohexyl}-but-2-yn-1-one

Base Information

• Chemical Name: 1-{(1R,2S,6R)-1,2-Dimethyl-6-[4-(toluene-4-sulfonyl)-thiazol-5-ylmethyl]-cyclohexyl}-but-2-yn-1-one
• CAS No.: 113729-64-9
• Molecular Formula: C₂₃H₂₇NO₃S₂
• Molecular Weight: 429.604

Synonyms:1-{(1R,2S,6R)-1,2-Dimethyl-6-[4-(toluene-4-sulfonyl)-thiazol-5-ylmethyl]-cyclohexyl}-but-2-yn-1-one

Chemical Property of 1-{(1R,2S,6R)-1,2-Dimethyl-6-[4-(toluene-4-sulfonyl)-thiazol-5-ylmethyl]-cyclohexyl}-but-2-yn-1-one

Chemical Property:

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Technology Process of 1-{(1R,2S,6R)-1,2-Dimethyl-6-[4-(toluene-4-sulfonyl)-thiazol-5-ylmethyl]-cyclohexyl}-but-2-yn-1-one

There total 5 articles about 1-{(1R,2S,6R)-1,2-Dimethyl-6-[4-(toluene-4-sulfonyl)-thiazol-5-ylmethyl]-cyclohexyl}-but-2-yn-1-one 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: 88.0%

(1R,2S,6R)-1,2-Dimethyl-6-[4-(toluene-4-sulfonyl)-thiazol-5-ylmethyl]-cyclohexanecarbaldehyde (113729-72-9) + prop-1-yne (74-99-7) → 1-{(1R,2S,6R)-1,2-Dimethyl-6-[4-(toluene-4-sulfonyl)-thiazol-5-ylmethyl]-cyclohexyl}-but-2-yn-1-one (113729-64-9)

Guidance literature:

With n-butyllithium; at -78 ℃;

DOI:10.1016/S0040-4039(00)96248-8

Reference yield:

p-tolylsulfonylmethyl isocyanide (5697-44-9) → 1-{(1R,2S,6R)-1,2-Dimethyl-6-[4-(toluene-4-sulfonyl)-thiazol-5-ylmethyl]-cyclohexyl}-but-2-yn-1-one (113729-64-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / n-BuLi / tetrahydrofuran / -78 °C

2: 95 percent / (COCl)2 / dimethylsulfoxide; CH₂Cl₂ / 0 °C

3: 88 percent / n-BuLi / -78 °C

With n-butyllithium; oxalyl dichloride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)96248-8

Reference yield:

(4aR,8S,8aR)-8,8a-Dimethyl-octahydro-isochromene-3-thione (113729-67-2) → 1-{(1R,2S,6R)-1,2-Dimethyl-6-[4-(toluene-4-sulfonyl)-thiazol-5-ylmethyl]-cyclohexyl}-but-2-yn-1-one (113729-64-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / n-BuLi / tetrahydrofuran / -78 °C

2: 95 percent / (COCl)2 / dimethylsulfoxide; CH₂Cl₂ / 0 °C

3: 88 percent / n-BuLi / -78 °C

With n-butyllithium; oxalyl dichloride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)96248-8

upstream raw materials:

(1R,2S,6R)-1,2-Dimethyl-6-[4-(toluene-4-sulfonyl)-thiazol-5-ylmethyl]-cyclohexanecarbaldehyde

prop-1-yne

p-tolylsulfonylmethyl isocyanide

(4aR,8S,8aR)-8,8a-Dimethyl-octahydro-isochromen-3-one

Downstream raw materials:

Eremophilan

Eremophilan

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