(S)-8a'-methyl-5'-(phenylthiomethyl)-3',4',8',8a'-tetrahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-6'(7'H)-one

Base Information

Chemical Name:(S)-8a'-methyl-5'-(phenylthiomethyl)-3',4',8',8a'-tetrahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-6'(7'H)-one
CAS No.:91444-85-8
Molecular Formula:C₂₀H₂₄O₃S
Molecular Weight:344.475
Hs Code.:

Synonyms:(S)-8a'-methyl-5'-(phenylthiomethyl)-3',4',8',8a'-tetrahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-6'(7'H)-one

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Chemical Property of (S)-8a'-methyl-5'-(phenylthiomethyl)-3',4',8',8a'-tetrahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-6'(7'H)-one

Chemical Property:

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Technology Process of (S)-8a'-methyl-5'-(phenylthiomethyl)-3',4',8',8a'-tetrahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-6'(7'H)-one

There total 7 articles about (S)-8a'-methyl-5'-(phenylthiomethyl)-3',4',8',8a'-tetrahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-6'(7'H)-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: 89.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 61950-54-7
(8aS)-1,1-(1,2-ethylenedioxy)-1,2,3,4,6,7,8,8a-octahydro-8a-methyl-6-oxonaphthalene

: 108-98-5
thiophenol

: 91444-85-8
(S)-8a'-methyl-5'-(phenylthiomethyl)-3',4',8',8a'-tetrahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-6'(7'H)-one

Guidance literature:: With triethylamine; In ethanol; water; at 20 ℃; for 96h; Inert atmosphere; Reflux;
DOI:10.1021/op060204l

Reference yield: 80.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 61950-54-7
(8aS)-1,1-(1,2-ethylenedioxy)-1,2,3,4,6,7,8,8a-octahydro-8a-methyl-6-oxonaphthalene

: 108-98-5
thiophenol

: 91444-85-8
(S)-8a'-methyl-5'-(phenylthiomethyl)-3',4',8',8a'-tetrahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-6'(7'H)-one

: 126924-90-1
C₂₁H₂₆O₄S

Guidance literature:: With triethylamine; In ethanol; Yields of byproduct given;

Reference yield:

: 33878-99-8
(S)-8a-methyl-3,4,8,8a-tetrahydro-2H,7H-naphthalene-1,6-dione

: 91444-85-8
(S)-8a'-methyl-5'-(phenylthiomethyl)-3',4',8',8a'-tetrahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-6'(7'H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: TsOH / ethane-1,2-diol

2: Et₃N / ethanol

With toluene-4-sulfonic acid; triethylamine; In ethanol; ethylene glycol; 2: Kirk-Petrow (phenylthio)methylation;
DOI:10.1021/ol016888t