(4aS,5S,7R,8aR)-7-Methyl-5-phenylsulfanyl-4a,7,8,8a-tetrahydro-5H-naphthalene-1,4,6-trione

Base Information

Chemical Name:(4aS,5S,7R,8aR)-7-Methyl-5-phenylsulfanyl-4a,7,8,8a-tetrahydro-5H-naphthalene-1,4,6-trione
CAS No.:81389-37-9
Molecular Formula:C₁₇H₁₆O₃S
Molecular Weight:300.378
Hs Code.:

Synonyms:(4aS,5S,7R,8aR)-7-Methyl-5-phenylsulfanyl-4a,7,8,8a-tetrahydro-5H-naphthalene-1,4,6-trione

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Chemical Property of (4aS,5S,7R,8aR)-7-Methyl-5-phenylsulfanyl-4a,7,8,8a-tetrahydro-5H-naphthalene-1,4,6-trione

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Technology Process of (4aS,5S,7R,8aR)-7-Methyl-5-phenylsulfanyl-4a,7,8,8a-tetrahydro-5H-naphthalene-1,4,6-trione

There total 5 articles about (4aS,5S,7R,8aR)-7-Methyl-5-phenylsulfanyl-4a,7,8,8a-tetrahydro-5H-naphthalene-1,4,6-trione 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:

: (4aS,5S,8aR)-7-Methyl-5-phenylsulfanyl-6-trimethylsilanyloxy-4a,5,8,8a-tetrahydro-[1,4]naphthoquinone

: 81389-37-9
(4aS,5S,7R,8aR)-7-Methyl-5-phenylsulfanyl-4a,7,8,8a-tetrahydro-5H-naphthalene-1,4,6-trione

Guidance literature:: With hydrogen fluoride; In acetonitrile; Yield given;
DOI:10.1021/ja00374a038

Reference yield:

: 13307-75-0
(phenylthio)methyllithium

: 81389-37-9
(4aS,5S,7R,8aR)-7-Methyl-5-phenylsulfanyl-4a,7,8,8a-tetrahydro-5H-naphthalene-1,4,6-trione

Guidance literature:: Multi-step reaction with 5 steps

2: TFAA / dimethylsulfoxide

3: Et₃N, ZnCl₂

4: ZnCl₂ / CH₂Cl₂ / 1.4 h / Ambient temperature

5: HF / acetonitrile

With hydrogen fluoride; triethylamine; trifluoroacetic anhydride; zinc(II) chloride; In dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ja00374a038

Reference yield:

: 77004-05-8
3-methyl-1-(phenylthio)-3-buten-2-one

: 81389-37-9
(4aS,5S,7R,8aR)-7-Methyl-5-phenylsulfanyl-4a,7,8,8a-tetrahydro-5H-naphthalene-1,4,6-trione

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N, ZnCl₂

2: ZnCl₂ / CH₂Cl₂ / 1.4 h / Ambient temperature

3: HF / acetonitrile

With hydrogen fluoride; triethylamine; zinc(II) chloride; In dichloromethane; acetonitrile;
DOI:10.1021/ja00374a038