(3aR,6aR,7R,8R,10aR)-7-[1,3]Dioxolan-2-yl-7,8-dimethyl-10-phenylsulfanyl-3,3a,4,5,6,6a,7,8-octahydro-2-oxa-cyclopenta[d]naphthalen-8-ol

Base Information

Chemical Name:(3aR,6aR,7R,8R,10aR)-7-[1,3]Dioxolan-2-yl-7,8-dimethyl-10-phenylsulfanyl-3,3a,4,5,6,6a,7,8-octahydro-2-oxa-cyclopenta[d]naphthalen-8-ol
CAS No.:125315-30-2
Molecular Formula:C₂₃H₃₀O₄S
Molecular Weight:402.555
Hs Code.:

Synonyms:

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Chemical Property of (3aR,6aR,7R,8R,10aR)-7-[1,3]Dioxolan-2-yl-7,8-dimethyl-10-phenylsulfanyl-3,3a,4,5,6,6a,7,8-octahydro-2-oxa-cyclopenta[d]naphthalen-8-ol

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Technology Process of (3aR,6aR,7R,8R,10aR)-7-[1,3]Dioxolan-2-yl-7,8-dimethyl-10-phenylsulfanyl-3,3a,4,5,6,6a,7,8-octahydro-2-oxa-cyclopenta[d]naphthalen-8-ol

There total 1 articles about (3aR,6aR,7R,8R,10aR)-7-[1,3]Dioxolan-2-yl-7,8-dimethyl-10-phenylsulfanyl-3,3a,4,5,6,6a,7,8-octahydro-2-oxa-cyclopenta[d]naphthalen-8-ol 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:

: 917-54-4
methyllithium

: 125315-29-9
7β-(1,3-dioxolan-2-yl)-3aβ,4,5,6,6aβ,7-hexahydro-7α-methyl-10-phenylthio-1H-naphtho<1,8aα-c>furan-8(3H)-one

: 125315-30-2
(3aR,6aR,7R,8R,10aR)-7-[1,3]Dioxolan-2-yl-7,8-dimethyl-10-phenylsulfanyl-3,3a,4,5,6,6a,7,8-octahydro-2-oxa-cyclopenta[d]naphthalen-8-ol

Guidance literature:: In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 1h; Yield given;
DOI:10.1016/S0040-4020(01)89504-1

Reference yield:

: 125315-30-2
(3aR,6aR,7R,8R,10aR)-7-[1,3]Dioxolan-2-yl-7,8-dimethyl-10-phenylsulfanyl-3,3a,4,5,6,6a,7,8-octahydro-2-oxa-cyclopenta[d]naphthalen-8-ol

: Acetic acid (1S,3R,4S,4aS,8R,8aR)-8a-acetoxymethyl-8-benzenesulfinylmethyl-4-[1,3]dioxolan-2-yl-3,4-dimethyl-decahydro-naphthalen-1-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 63 percent / p-toluenesulfonic acid monohydrate / CHCl₃ / 2 h

2: 85 percent / H₂ / 10percent palladium on charcoal / ethanol; triethylamine / 3000.2 Torr

3: 1.) L-selectride, 2.) dimethylaminopyridine / 1.) THF, -20 deg C, 4 h, 2.) pyridine

4: 95 percent / pyridine; acetic anhydride / 70 °C

5: 97 percent / dimethylformamide

6: sodium meta-periodate / methanol; CH₂Cl₂; H₂O / Ambient temperature

With dmap; sodium periodate; hydrogen; L-Selectride; toluene-4-sulfonic acid; palladium on activated charcoal; In pyridine; methanol; ethanol; dichloromethane; chloroform; water; acetic anhydride; triethylamine; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89504-1

Reference yield:

: 125315-30-2
(3aR,6aR,7R,8R,10aR)-7-[1,3]Dioxolan-2-yl-7,8-dimethyl-10-phenylsulfanyl-3,3a,4,5,6,6a,7,8-octahydro-2-oxa-cyclopenta[d]naphthalen-8-ol

: (1R,3S,4R,4aR,8S,8aS)-8-Benzenesulfinylmethyl-4-[1,3]dioxolan-2-yl-8a-hydroxymethyl-3,4-dimethyl-decahydro-naphthalen-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 63 percent / p-toluenesulfonic acid monohydrate / CHCl₃ / 2 h

2: 85 percent / H₂ / 10percent palladium on charcoal / ethanol; triethylamine / 3000.2 Torr

3: 1.) L-selectride, 2.) dimethylaminopyridine / 1.) THF, -20 deg C, 4 h, 2.) pyridine

4: 95 percent / pyridine; acetic anhydride / 70 °C

5: 97 percent / dimethylformamide

6: sodium meta-periodate / methanol; CH₂Cl₂; H₂O / Ambient temperature

7: potassium hydroxide / methanol

With dmap; potassium hydroxide; sodium periodate; hydrogen; L-Selectride; toluene-4-sulfonic acid; palladium on activated charcoal; In pyridine; methanol; ethanol; dichloromethane; chloroform; water; acetic anhydride; triethylamine; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89504-1