(6S,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-6-<(tert-butyldimethylsilyl)oxy>-3,8-dimethoxymorphinan-7-one

Base Information

Chemical Name:(6S,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-6-<(tert-butyldimethylsilyl)oxy>-3,8-dimethoxymorphinan-7-one
CAS No.:160694-04-2
Molecular Formula:C₃₉H₄₇NO₇Si
Molecular Weight:669.89
Hs Code.:

Synonyms:(6S,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-6-<(tert-butyldimethylsilyl)oxy>-3,8-dimethoxymorphinan-7-one

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Chemical Property of (6S,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-6-<(tert-butyldimethylsilyl)oxy>-3,8-dimethoxymorphinan-7-one

Chemical Property:

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Hazard Codes:

MSDS Files:: SDS file from LookChem

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Technology Process of (6S,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-6-<(tert-butyldimethylsilyl)oxy>-3,8-dimethoxymorphinan-7-one

There total 1 articles about (6S,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-6-<(tert-butyldimethylsilyl)oxy>-3,8-dimethoxymorphinan-7-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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 160694-07-5
(6S,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-6-hydroxy-3,8-dimethoxymorphinan-7-one

: 160694-04-2
(6S,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-6-<(tert-butyldimethylsilyl)oxy>-3,8-dimethoxymorphinan-7-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1021/jo00119a037

Reference yield: 86.0%

: 160694-04-2
(6S,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-6-<(tert-butyldimethylsilyl)oxy>-3,8-dimethoxymorphinan-7-one

: (6S,7R,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-6-<(tert-butyldimethylsilyl)oxy>-3,8-dimethoxymorphinan-7-ol

: 160694-05-3
(6S,7S,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-6-<(tert-butyldimethylsilyl)oxy>-3,8-dimethoxymorphinan-7-ol

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1021/jo00119a037

Reference yield:

: 160694-04-2
(6S,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-6-<(tert-butyldimethylsilyl)oxy>-3,8-dimethoxymorphinan-7-one

: 160694-06-4
(6S,7S,9S,13S)-8,14-Didehydro-4-(benzyloxy)-17-<(benzyloxy)carbonyl>-3,8-dimethoxymorphinane-6,7-diol

Guidance literature:: Multi-step reaction with 2 steps

1: LiBEt₃H / tetrahydrofuran / 3 h / -78 °C

2: p-TsOH*H₂O / tetrahydrofuran; H₂O / 96 h / Ambient temperature

With lithium triethylborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; water;
DOI:10.1039/c39940002707