(1S,2R,6S,7S,8S,9R)-7-Methoxy-4,4-dimethyl-9-((S)-3-trifluoromethyl-pyridine-2-sulfinyl)-3,5,10-trioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Base Information

• Chemical Name: (1S,2R,6S,7S,8S,9R)-7-Methoxy-4,4-dimethyl-9-((S)-3-trifluoromethyl-pyridine-2-sulfinyl)-3,5,10-trioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS No.: 110694-73-0
• Molecular Formula: C₂₇H₃₆F₃NO₇S
• Molecular Weight: 575.647

Synonyms:

Chemical Property of (1S,2R,6S,7S,8S,9R)-7-Methoxy-4,4-dimethyl-9-((S)-3-trifluoromethyl-pyridine-2-sulfinyl)-3,5,10-trioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

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Technology Process of (1S,2R,6S,7S,8S,9R)-7-Methoxy-4,4-dimethyl-9-((S)-3-trifluoromethyl-pyridine-2-sulfinyl)-3,5,10-trioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

There total 10 articles about (1S,2R,6S,7S,8S,9R)-7-Methoxy-4,4-dimethyl-9-((S)-3-trifluoromethyl-pyridine-2-sulfinyl)-3,5,10-trioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl 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:

3-trifluoromethyl-2-mercaptopyridine (104040-74-6) → (1S,2S,6R,7S,8R,9S)-7-Methoxy-4,4-dimethyl-9-((S)-3-trifluoromethyl-pyridine-2-sulfinyl)-3,5,10-trioxa-tricyclo[5.2.1.02,6]decane-8-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (110694-73-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 20 percent / m-CPBA / Et₂N / CH₂Cl₂

2: toluene / 144 h / 0 °C

3: 1.) Me₃NO, cat. OsO₄; 2.) cat. p-TsOH

With 3-chloro-benzenecarboperoxoic acid; diethylamine; In dichloromethane; toluene;

DOI:10.1016/S0040-4039(00)85252-1

Reference yield:

3-trifluoromethyl-2-mercaptopyridine (104040-74-6) → (1S,2R,6S,7S,8S,9R)-7-Methoxy-4,4-dimethyl-9-((S)-3-trifluoromethyl-pyridine-2-sulfinyl)-3,5,10-trioxa-tricyclo[5.2.1.02,6]decane-8-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (110694-73-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 20 percent / m-CPBA / Et₂N / CH₂Cl₂

2: toluene / 144 h / 0 °C

3: 1.) Me₃NO, cat. OsO₄; 2.) cat. p-TsOH

With 3-chloro-benzenecarboperoxoic acid; diethylamine; In dichloromethane; toluene;

DOI:10.1016/S0040-4039(00)85252-1

Reference yield:

1-menthyl propiolate (65018-52-2,105802-69-5) → (1S,2S,6R,7S,8R,9S)-7-Methoxy-4,4-dimethyl-9-((S)-3-trifluoromethyl-pyridine-2-sulfinyl)-3,5,10-trioxa-tricyclo[5.2.1.02,6]decane-8-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (110694-73-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 20 percent / m-CPBA / Et₂N / CH₂Cl₂

2: toluene / 144 h / 0 °C

3: 1.) Me₃NO, cat. OsO₄; 2.) cat. p-TsOH

With 3-chloro-benzenecarboperoxoic acid; diethylamine; In dichloromethane; toluene;

DOI:10.1016/S0040-4039(00)85252-1

upstream raw materials:

(1S,2S,3R,4R)-1-Methoxy-3-((R)-3-trifluoromethyl-pyridine-2-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

2,2-dimethoxy-propane

2-methoxyfuran

3-trifluoromethyl-2-mercaptopyridine

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