(+)-(4aR,8aS)-3,4,4a,5,8,8a-Hexahydro-4a-hydroxy-8a-phenylthio-1,6(2H,7H)-naphthalenedione

Base Information

Chemical Name:(+)-(4aR,8aS)-3,4,4a,5,8,8a-Hexahydro-4a-hydroxy-8a-phenylthio-1,6(2H,7H)-naphthalenedione
CAS No.:127053-27-4
Molecular Formula:C₁₆H₁₈O₃S
Molecular Weight:290.383
Hs Code.:

Synonyms:(+)-(4aR,8aS)-3,4,4a,5,8,8a-Hexahydro-4a-hydroxy-8a-phenylthio-1,6(2H,7H)-naphthalenedione

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Chemical Property of (+)-(4aR,8aS)-3,4,4a,5,8,8a-Hexahydro-4a-hydroxy-8a-phenylthio-1,6(2H,7H)-naphthalenedione

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Technology Process of (+)-(4aR,8aS)-3,4,4a,5,8,8a-Hexahydro-4a-hydroxy-8a-phenylthio-1,6(2H,7H)-naphthalenedione

There total 4 articles about (+)-(4aR,8aS)-3,4,4a,5,8,8a-Hexahydro-4a-hydroxy-8a-phenylthio-1,6(2H,7H)-naphthalenedione 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: 27.0%

: 127053-25-2
2-(3-Oxobutyl)-2-phenylthio-1,3-cyclohexanedione

: 127053-27-4
(+)-(4aR,8aS)-3,4,4a,5,8,8a-Hexahydro-4a-hydroxy-8a-phenylthio-1,6(2H,7H)-naphthalenedione

Guidance literature:: With D-Prolin; In N,N-dimethyl-formamide; at 17 ℃; for 144h;
DOI:10.1055/s-1989-27400

Reference yield:

: 14204-24-1
N-(phenylthio)succinimide

: 127053-27-4
(+)-(4aR,8aS)-3,4,4a,5,8,8a-Hexahydro-4a-hydroxy-8a-phenylthio-1,6(2H,7H)-naphthalenedione

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Et₃N, 2.) TsOH*H₂O / 1.) benzene, reflux, 2 h, 2.) MeOH

2: 63 percent / Et₃N / tetrahydrofuran / 45 °C

3: 27 percent / (R)-(+)-proline / dimethylformamide / 144 h / 17 °C

With toluene-4-sulfonic acid; triethylamine; D-Prolin; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-1989-27400

Reference yield:

: 72302-56-8
2-Phenylthio-1,3-cyclohexanedione

: 127053-27-4
(+)-(4aR,8aS)-3,4,4a,5,8,8a-Hexahydro-4a-hydroxy-8a-phenylthio-1,6(2H,7H)-naphthalenedione

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / Et₃N / tetrahydrofuran / 45 °C

2: 27 percent / (R)-(+)-proline / dimethylformamide / 144 h / 17 °C

With triethylamine; D-Prolin; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-1989-27400