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

Base Information

Chemical Name: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
CAS No.:125315-29-9
Molecular Formula:C₂₂H₂₆O₄S
Molecular Weight:386.512
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 1 articles about 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 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: 60.0%

: 19693-75-5
2-methoxy-1,3-dioxolane

: Trimethyl-((3aR,6aR,10aR)-7-methyl-10-phenylsulfanyl-3,3a,4,5,6,6a-hexahydro-2-oxa-cyclopenta[d]naphthalen-8-yloxy)-silane

: 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

Guidance literature:: With zinc(II) chloride; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1016/S0040-4020(01)89504-1

Reference yield:

: 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

: (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 8 steps

1: tetrahydrofuran; diethyl ether / 1 h / -78 - 20 °C

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

3: 85 percent / H₂ / 10percent palladium on charcoal / ethanol; triethylamine / 3000.2 Torr

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

5: 95 percent / pyridine; acetic anhydride / 70 °C

6: 97 percent / dimethylformamide

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

8: potassium hydroxide / methanol

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

Reference yield:

: 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

: 125315-35-7
1α-acetoxy-8aα-acetoxymethyl-4β-(1,3-dioxolan-2-yl)-1,2,3,4,4aβ,5,6,7,8,8a-perhydro-3α,4α-dimethyl-8α-phenylthiomethyl-naphthalene

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran; diethyl ether / 1 h / -78 - 20 °C

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

3: 85 percent / H₂ / 10percent palladium on charcoal / ethanol; triethylamine / 3000.2 Torr

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

5: 95 percent / pyridine; acetic anhydride / 70 °C

6: 97 percent / dimethylformamide

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