(-)-(1S)-menthyl 5-exo,6-exo-(isopropylidenedioxy)-3-endo-(2-pyridylsulphonyl)bicyclo<2.2.1>heptane-2-endo-carboxylate

Base Information

Chemical Name:(-)-(1S)-menthyl 5-exo,6-exo-(isopropylidenedioxy)-3-endo-(2-pyridylsulphonyl)bicyclo<2.2.1>heptane-2-endo-carboxylate
CAS No.:110611-86-4
Molecular Formula:C₂₆H₃₇NO₆S
Molecular Weight:491.649
Hs Code.:

Synonyms:(-)-(1S)-menthyl 5-exo,6-exo-(isopropylidenedioxy)-3-endo-(2-pyridylsulphonyl)bicyclo<2.2.1>heptane-2-endo-carboxylate

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Chemical Property of (-)-(1S)-menthyl 5-exo,6-exo-(isopropylidenedioxy)-3-endo-(2-pyridylsulphonyl)bicyclo<2.2.1>heptane-2-endo-carboxylate

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Technology Process of (-)-(1S)-menthyl 5-exo,6-exo-(isopropylidenedioxy)-3-endo-(2-pyridylsulphonyl)bicyclo<2.2.1>heptane-2-endo-carboxylate

There total 7 articles about (-)-(1S)-menthyl 5-exo,6-exo-(isopropylidenedioxy)-3-endo-(2-pyridylsulphonyl)bicyclo<2.2.1>heptane-2-endo-carboxylate 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: 99.0%

: 110522-49-1
(1S,2R,6S,7S,8R,9R)-4,4-Dimethyl-9-((S)-pyridine-2-sulfinyl)-3,5-dioxa-tricyclo[5.2.1.0^2,6]decane-8-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

: 110611-86-4
(-)-(1S)-menthyl 5-exo,6-exo-(isopropylidenedioxy)-3-endo-(2-pyridylsulphonyl)bicyclo<2.2.1>heptane-2-endo-carboxylate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 1h; Ambient temperature;

Reference yield:

: 2637-34-5,73018-10-7
2-Sulfanylpyridine

: 110611-86-4
(-)-(1S)-menthyl 5-exo,6-exo-(isopropylidenedioxy)-3-endo-(2-pyridylsulphonyl)bicyclo<2.2.1>heptane-2-endo-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / Et₃N / dimethylsulfoxide; CH₂Cl₂ / -75 deg C, addition, then to -30 deg C, 1 h

2: 23 percent / MCPBA / CH₂Cl₂ / addition, -70 deg C, then to 0 deg C, 3 h

3: 1.) Et₂AlCl(hexane) / 1.) CH₂Cl₂, -70 deg C, 5 min, then, 15 min, 2.) CH₂Cl₂, -70 deg C, 3 h

4: 1.) OsO₄, Et₃NO*2H₂O / 2.) TSA / 1.) t-BuOH, acetone, water, 20 h, room t., 2.) acetone, 3 h, reflux

5: 99 percent / MCPBA / CH₂Cl₂ / 1 h / Ambient temperature

With osmium(VIII) oxide; triethylamine N-oxide; diethylaluminium chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2.) TSA; In dichloromethane; dimethyl sulfoxide;

Reference yield:

: 65018-52-2
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl propiolate

: 110611-86-4
(-)-(1S)-menthyl 5-exo,6-exo-(isopropylidenedioxy)-3-endo-(2-pyridylsulphonyl)bicyclo<2.2.1>heptane-2-endo-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / Et₃N / dimethylsulfoxide; CH₂Cl₂ / -75 deg C, addition, then to -30 deg C, 1 h

2: 23 percent / MCPBA / CH₂Cl₂ / addition, -70 deg C, then to 0 deg C, 3 h

3: 1.) Et₂AlCl(hexane) / 1.) CH₂Cl₂, -70 deg C, 5 min, then, 15 min, 2.) CH₂Cl₂, -70 deg C, 3 h

4: 1.) OsO₄, Et₃NO*2H₂O / 2.) TSA / 1.) t-BuOH, acetone, water, 20 h, room t., 2.) acetone, 3 h, reflux

5: 99 percent / MCPBA / CH₂Cl₂ / 1 h / Ambient temperature

With osmium(VIII) oxide; triethylamine N-oxide; diethylaluminium chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2.) TSA; In dichloromethane; dimethyl sulfoxide;