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Technology Process of (1S,2S,5S,6R,7R)-6-((S)-Benzenesulfinyl)-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one

(1S,2S,5S,6R,7R)-6-((S)-Benzenesulfinyl)-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one

Base Information
  • Chemical Name:(1S,2S,5S,6R,7R)-6-((S)-Benzenesulfinyl)-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one
  • CAS No.:334947-64-7
  • Molecular Formula:C25H32O4S
  • Molecular Weight:428.593
  • Hs Code.:
(1S,2S,5S,6R,7R)-6-((S)-Benzenesulfinyl)-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.0<sup>2,6</sup>]dec-8-en-3-one

Synonyms:(1S,2S,5S,6R,7R)-6-((S)-Benzenesulfinyl)-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one

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Chemical Property of (1S,2S,5S,6R,7R)-6-((S)-Benzenesulfinyl)-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one
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Technology Process of (1S,2S,5S,6R,7R)-6-((S)-Benzenesulfinyl)-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one

There total 1 articles about (1S,2S,5S,6R,7R)-6-((S)-Benzenesulfinyl)-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-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:

(5S)-4-phenylthio-5-(l-menthyloxy)furan-2-(5H)-one
157840-63-6

(5S)-4-phenylthio-5-(l-menthyloxy)furan-2-(5H)-one

(1S,2S,5S,6R,7R)-6-((S)-Benzenesulfinyl)-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.0<sup>2,6</sup>]dec-8-en-3-one
334947-64-7

(1S,2S,5S,6R,7R)-6-((S)-Benzenesulfinyl)-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one

Guidance literature:
Multi-step reaction with 2 steps
1: 46 percent / m-CPBA / CH2Cl2 / 3 h / -10 °C
2: 26 percent / CH2Cl2 / 24 h / 20 °C
With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 2: Diels-Alder reaction;
DOI:10.1016/S0957-4166(00)00471-7

Reference yield: 92.0%

(1S,2S,5S,6R,7R)-6-((S)-Benzenesulfinyl)-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.0<sup>2,6</sup>]dec-8-en-3-one
334947-64-7

(1S,2S,5S,6R,7R)-6-((S)-Benzenesulfinyl)-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one

(1S,2S,5S,6R,7R)-6-Benzenesulfonyl-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.0<sup>2,6</sup>]dec-8-en-3-one

(1S,2S,5S,6R,7R)-6-Benzenesulfonyl-5-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one

Guidance literature:
With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -33 ℃; for 24h;
DOI:10.1016/S0957-4166(00)00471-7
upstream raw materials:

(5S)-4-phenylthio-5-(l-menthyloxy)furan-2-(5H)-one

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