(1R,4S,8R)-8-Ethoxy-4-p-tolylsulfanyl-2-oxa-bicyclo[2.2.2]oct-5-en-3-one

Base Information

Chemical Name:(1R,4S,8R)-8-Ethoxy-4-p-tolylsulfanyl-2-oxa-bicyclo[2.2.2]oct-5-en-3-one
CAS No.:110474-18-5
Molecular Formula:C₁₆H₁₈O₃S
Molecular Weight:290.383
Hs Code.:

Synonyms:(1R,4S,8R)-8-Ethoxy-4-p-tolylsulfanyl-2-oxa-bicyclo[2.2.2]oct-5-en-3-one

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Chemical Property of (1R,4S,8R)-8-Ethoxy-4-p-tolylsulfanyl-2-oxa-bicyclo[2.2.2]oct-5-en-3-one

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Technology Process of (1R,4S,8R)-8-Ethoxy-4-p-tolylsulfanyl-2-oxa-bicyclo[2.2.2]oct-5-en-3-one

There total 1 articles about (1R,4S,8R)-8-Ethoxy-4-p-tolylsulfanyl-2-oxa-bicyclo[2.2.2]oct-5-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: 87.0%

: 110474-17-4,110548-16-8
8-Ethoxy-4-(toluene-4-sulfinyl)-2-oxa-bicyclo[2.2.2]oct-5-en-3-one

: 110474-18-5
(1R,4S,8R)-8-Ethoxy-4-p-tolylsulfanyl-2-oxa-bicyclo[2.2.2]oct-5-en-3-one

Guidance literature:: With pyridine; dimethylsulfide; trifluoroacetic anhydride; In dichloromethane; at 0 - 20 ℃; for 6h;
DOI:10.1021/jo00231a002

Reference yield:

: 110474-18-5
(1R,4S,8R)-8-Ethoxy-4-p-tolylsulfanyl-2-oxa-bicyclo[2.2.2]oct-5-en-3-one

: 110474-20-9
2,4,6-Trimethyl-benzoic acid (1R,4R,5R)-4-acetoxymethyl-5-ethoxy-4-p-tolylsulfanyl-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran; methanol / 40 h / 0 °C

2: 4-(dimethylamino)pyridine, pyridine / 16 h / Ambient temperature

3: LiAlH₄ / diethyl ether / 2 h / -20 °C

4: pyridine

With pyridine; dmap; lithium aluminium tetrahydride; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1021/jo00231a002

Reference yield:

: 110474-18-5
(1R,4S,8R)-8-Ethoxy-4-p-tolylsulfanyl-2-oxa-bicyclo[2.2.2]oct-5-en-3-one

: 2,4,6-Trimethyl-benzoic acid (1R,5R)-4-acetoxymethyl-5-ethoxy-2-hydroxy-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran; methanol / 40 h / 0 °C

2: 4-(dimethylamino)pyridine, pyridine / 16 h / Ambient temperature

3: LiAlH₄ / diethyl ether / 2 h / -20 °C

4: pyridine

5: 64 percent / 90percent m-chloroperbenzoic acid / CH₂Cl₂ / 2 h / -20 °C

With pyridine; dmap; lithium aluminium tetrahydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo00231a002