(3S,3aS,4R,4aS,8aR,9aS)-3-Methyl-4-phenylsulfanylmethyl-decahydro-naphtho[2,3-c]furan-1-one

Base Information

Chemical Name:(3S,3aS,4R,4aS,8aR,9aS)-3-Methyl-4-phenylsulfanylmethyl-decahydro-naphtho[2,3-c]furan-1-one
CAS No.:168417-00-3
Molecular Formula:C₂₀H₂₆O₂S
Molecular Weight:330.491
Hs Code.:

Synonyms:(3S,3aS,4R,4aS,8aR,9aS)-3-Methyl-4-phenylsulfanylmethyl-decahydro-naphtho[2,3-c]furan-1-one

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Chemical Property of (3S,3aS,4R,4aS,8aR,9aS)-3-Methyl-4-phenylsulfanylmethyl-decahydro-naphtho[2,3-c]furan-1-one

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Technology Process of (3S,3aS,4R,4aS,8aR,9aS)-3-Methyl-4-phenylsulfanylmethyl-decahydro-naphtho[2,3-c]furan-1-one

There total 3 articles about (3S,3aS,4R,4aS,8aR,9aS)-3-Methyl-4-phenylsulfanylmethyl-decahydro-naphtho[2,3-c]furan-1-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: 94.0%

: 108-98-5
thiophenol

: 192133-55-4
Toluene-4-sulfonic acid (3S,3aR,4R,4aS,8aR,9aS)-3-methyl-1-oxo-dodecahydro-naphtho[2,3-c]furan-4-ylmethyl ester

: 168417-00-3
(3S,3aS,4R,4aS,8aR,9aS)-3-Methyl-4-phenylsulfanylmethyl-decahydro-naphtho[2,3-c]furan-1-one

Guidance literature:: With potassium tert-butylate; In dimethyl sulfoxide; for 1h; Ambient temperature;
DOI:10.1021/jo970612a

Reference yield:

: 168416-97-5
(3S,3aR,4R,4aS,8aS)-3-Methyl-1-oxo-1,3,3a,4,4a,5,6,7,8,8a-decahydro-naphtho[2,3-c]furan-4-carbothioic acid S-ethyl ester

: 168417-00-3
(3S,3aS,4R,4aS,8aR,9aS)-3-Methyl-4-phenylsulfanylmethyl-decahydro-naphtho[2,3-c]furan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / Raney nickel / diethyl ether; ethanol / 0.5 h / Ambient temperature

2: 95 percent / pyridine / 0 deg C, 2 h; 4 deg C, overnight

3: 94 percent / t-BuOK / dimethylsulfoxide / 1 h / Ambient temperature

With pyridine; potassium tert-butylate; nickel; In diethyl ether; ethanol; dimethyl sulfoxide;
DOI:10.1021/jo970612a

Reference yield:

: 168416-98-6
(3S,3aR,4R,4aS,8aR,9aS)-4-Hydroxymethyl-3-methyl-decahydro-naphtho[2,3-c]furan-1-one

: 168417-00-3
(3S,3aS,4R,4aS,8aR,9aS)-3-Methyl-4-phenylsulfanylmethyl-decahydro-naphtho[2,3-c]furan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / pyridine / 0 deg C, 2 h; 4 deg C, overnight

2: 94 percent / t-BuOK / dimethylsulfoxide / 1 h / Ambient temperature

With pyridine; potassium tert-butylate; In dimethyl sulfoxide;
DOI:10.1021/jo970612a