(-)-(1R,2S,3S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-2,3-dihydro-4(1H)-naphtalenone

Base Information

Chemical Name:(-)-(1R,2S,3S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-2,3-dihydro-4(1H)-naphtalenone
CAS No.:117097-50-4
Molecular Formula:C₂₉H₃₈O₉Si
Molecular Weight:558.701
Hs Code.:

(-)-(1R,2S,3S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-2,3-dihydro-4(1H)-naphtalenone

Synonyms:(-)-(1R,2S,3S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-2,3-dihydro-4(1H)-naphtalenone

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Chemical Property of (-)-(1R,2S,3S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-2,3-dihydro-4(1H)-naphtalenone

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Technology Process of (-)-(1R,2S,3S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-2,3-dihydro-4(1H)-naphtalenone

There total 9 articles about (-)-(1R,2S,3S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-2,3-dihydro-4(1H)-naphtalenone 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: 87.0%

: (-)-(1R,2S,3S,4R)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-4-hydroxy-6,7-(methylenedioxy)-1,2,3,4-tetrahydronaphtalene

: 117097-50-4
(-)-(1R,2S,3S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-2,3-dihydro-4(1H)-naphtalenone

Guidance literature:: With dipyridinium dichromate; 3 A molecular sieve; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1021/ja00231a041

Reference yield: 31.0%

: C₂₉H₄₀O₈Si

: 117097-50-4
(-)-(1R,2S,3S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-2,3-dihydro-4(1H)-naphtalenone

Guidance literature:: With 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; In dichloromethane; at -10 - 20 ℃; for 12h; regioselective reaction; Inert atmosphere;
DOI:10.1021/acs.orglett.8b00408

Reference yield:

: 117097-47-9
(-)-(1R,2S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-1,2-dihydronaphtalene

: 117097-50-4
(-)-(1R,2S,3S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-2,3-dihydro-4(1H)-naphtalenone

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / N-bromosuccinimide, DMSO / tetrahydrofuran / 6 h / 0 °C

2: 79 percent / azobis(isobutyronitrile), tri-n-butyltin hydride / toluene / 4 h / 120 °C

3: 87 percent / pyridinium dichromate, 3A molecular sieves / CH₂Cl₂ / 4 h / Ambient temperature

With N-Bromosuccinimide; dipyridinium dichromate; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; tri-n-butyl-tin hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja00231a041