(+/-)-r-2-(Phenylthio)-2-trans-3-dimethyl-cis-3-hydroxy-2,3-dihydro-1,4-naphthoquinone

Base Information

Chemical Name:(+/-)-r-2-(Phenylthio)-2-trans-3-dimethyl-cis-3-hydroxy-2,3-dihydro-1,4-naphthoquinone
CAS No.:78870-57-2
Molecular Formula:C₁₈H₁₆O₃S
Molecular Weight:312.389
Hs Code.:

Synonyms:(+/-)-r-2-(Phenylthio)-2-trans-3-dimethyl-cis-3-hydroxy-2,3-dihydro-1,4-naphthoquinone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+/-)-r-2-(Phenylthio)-2-trans-3-dimethyl-cis-3-hydroxy-2,3-dihydro-1,4-naphthoquinone

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Technology Process of (+/-)-r-2-(Phenylthio)-2-trans-3-dimethyl-cis-3-hydroxy-2,3-dihydro-1,4-naphthoquinone

There total 4 articles about (+/-)-r-2-(Phenylthio)-2-trans-3-dimethyl-cis-3-hydroxy-2,3-dihydro-1,4-naphthoquinone 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: 94.0%

: 78870-55-0
(+/-)-r-2-(Phenylthio)-2-cis-3-dimethyl-trans-3-hydroxy-2,3-dihydro-1,4-naphthoquinone

: 78870-57-2
(+/-)-r-2-(Phenylthio)-2-trans-3-dimethyl-cis-3-hydroxy-2,3-dihydro-1,4-naphthoquinone

Guidance literature:: With sodium thioethylate; In acetonitrile; at 0 ℃; for 0.75h;
DOI:10.1021/jo00336a035

Reference yield: 90.0%

: 930-69-8
sodium thiophenolate

: 53948-58-6
2,3-dimethyl-1,4-naphthoquinone 2,3-epoxide

: 78870-57-2
(+/-)-r-2-(Phenylthio)-2-trans-3-dimethyl-cis-3-hydroxy-2,3-dihydro-1,4-naphthoquinone

Guidance literature:: With triethylamine; In tetrahydrofuran; for 1h; Cooling with ice;
DOI:10.1016/j.tet.2013.01.033

Reference yield:

: 53948-58-6
1a,7a-dimethylnaphtho[2,3-b]oxirene-2,7(1aH,7aH)-dione

: 78870-57-2
(+/-)-r-2-(Phenylthio)-2-trans-3-dimethyl-cis-3-hydroxy-2,3-dihydro-1,4-naphthoquinone

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / triethylamine / acetonitrile

2: 94 percent / NaSEt / acetonitrile / 0.75 h / 0 °C

With triethylamine; sodium thioethylate; In acetonitrile;
DOI:10.1021/jo00336a035