[(5R,6S)-7-[1,3]Dithiolan-2-yl-5-(3,4,5-trimethoxy-phenyl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxol-6-yl]-methanol

Base Information

Chemical Name:[(5R,6S)-7-[1,3]Dithiolan-2-yl-5-(3,4,5-trimethoxy-phenyl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxol-6-yl]-methanol
CAS No.:199996-64-0
Molecular Formula:C₂₄H₂₆O₆S₂
Molecular Weight:474.599
Hs Code.:

Synonyms:[(5R,6S)-7-[1,3]Dithiolan-2-yl-5-(3,4,5-trimethoxy-phenyl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxol-6-yl]-methanol

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Chemical Property of [(5R,6S)-7-[1,3]Dithiolan-2-yl-5-(3,4,5-trimethoxy-phenyl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxol-6-yl]-methanol

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Technology Process of [(5R,6S)-7-[1,3]Dithiolan-2-yl-5-(3,4,5-trimethoxy-phenyl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxol-6-yl]-methanol

There total 5 articles about [(5R,6S)-7-[1,3]Dithiolan-2-yl-5-(3,4,5-trimethoxy-phenyl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxol-6-yl]-methanol 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: 98.0%

: 199996-63-9
(5R,6S)-7-[1,3]Dithiolan-2-yl-5-(3,4,5-trimethoxy-phenyl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester

: 199996-64-0
[(5R,6S)-7-[1,3]Dithiolan-2-yl-5-(3,4,5-trimethoxy-phenyl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxol-6-yl]-methanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(97)10042-4

Reference yield:

: 171483-26-4
(-)-(1R,2S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-1,2-dihydro-3-naphthalenecarbaldehyde

: 199996-64-0
[(5R,6S)-7-[1,3]Dithiolan-2-yl-5-(3,4,5-trimethoxy-phenyl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxol-6-yl]-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / Me₃SiCl / CH₂Cl₂ / 20 h / 20 °C

2: 98 percent / LiAlH₄ / diethyl ether / 20 °C

With lithium aluminium tetrahydride; chloro-trimethyl-silane; In diethyl ether; dichloromethane; 1: cyclocondensation / 2: Reduction;
DOI:10.1016/S0223-5234(00)00176-8

Reference yield:

: 78216-03-2
(5R,6S,7R,8R)-8-Hydroxy-7-hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester

: 199996-64-0
[(5R,6S)-7-[1,3]Dithiolan-2-yl-5-(3,4,5-trimethoxy-phenyl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxol-6-yl]-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) oxalyl chloride, DMSO, 2.) triethylamine / 1.) CH₂Cl₂, -55 deg C, 30 min, 2.) CH₂Cl₂, 1 h

2: 95.1 percent / SiMe₃Cl / CH₂Cl₂ / 20 h / Ambient temperature

3: 98 percent / LiAlH₄ / diethyl ether / 3 h / Ambient temperature

With lithium aluminium tetrahydride; chloro-trimethyl-silane; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(97)10042-4