(1S,2R,4R,5S,7S,8S)-5-<(1S,2R)-1-(benzyloxy)-4-hydroxy-2-<(p-methoxybenzyl)oxy>-1-<<(p-methoxybenzyl)oxy>methyl>butyl>-7-(tert-butyldimethylsiloxy)-8-hydroxy-2-(methoxymethoxy)-4,11,11-trimethylbicyclo<6.2.1>undecan-3-one

Base Information

Chemical Name:(1S,2R,4R,5S,7S,8S)-5-<(1S,2R)-1-(benzyloxy)-4-hydroxy-2-<(p-methoxybenzyl)oxy>-1-<<(p-methoxybenzyl)oxy>methyl>butyl>-7-(tert-butyldimethylsiloxy)-8-hydroxy-2-(methoxymethoxy)-4,11,11-trimethylbicyclo<6.2.1>undecan-3-one
CAS No.:217819-81-3
Molecular Formula:C₅₀H₇₄O₁₁Si
Molecular Weight:879.216
Hs Code.:

(1S,2R,4R,5S,7S,8S)-5-<(1S,2R)-1-(benzyloxy)-4-hydroxy-2-<(p-methoxybenzyl)oxy>-1-<<(p-methoxybenzyl)oxy>methyl>butyl>-7-(tert-butyldimethylsiloxy)-8-hydroxy-2-(methoxymethoxy)-4,11,11-trimethylbicyclo<6.2.1>undecan-3-one

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Chemical Property of (1S,2R,4R,5S,7S,8S)-5-<(1S,2R)-1-(benzyloxy)-4-hydroxy-2-<(p-methoxybenzyl)oxy>-1-<<(p-methoxybenzyl)oxy>methyl>butyl>-7-(tert-butyldimethylsiloxy)-8-hydroxy-2-(methoxymethoxy)-4,11,11-trimethylbicyclo<6.2.1>undecan-3-one

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Technology Process of (1S,2R,4R,5S,7S,8S)-5-<(1S,2R)-1-(benzyloxy)-4-hydroxy-2-<(p-methoxybenzyl)oxy>-1-<<(p-methoxybenzyl)oxy>methyl>butyl>-7-(tert-butyldimethylsiloxy)-8-hydroxy-2-(methoxymethoxy)-4,11,11-trimethylbicyclo<6.2.1>undecan-3-one

There total 4 articles about (1S,2R,4R,5S,7S,8S)-5-<(1S,2R)-1-(benzyloxy)-4-hydroxy-2-<(p-methoxybenzyl)oxy>-1-<<(p-methoxybenzyl)oxy>methyl>butyl>-7-(tert-butyldimethylsiloxy)-8-hydroxy-2-(methoxymethoxy)-4,11,11-trimethylbicyclo<6.2.1>undecan-3-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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 217819-81-3
(1S,2R,4R,5S,7S,8S)-5-<(1S,2R)-1-(benzyloxy)-4-hydroxy-2-<(p-methoxybenzyl)oxy>-1-<<(p-methoxybenzyl)oxy>methyl>butyl>-7-(tert-butyldimethylsiloxy)-8-hydroxy-2-(methoxymethoxy)-4,11,11-trimethylbicyclo<6.2.1>undecan-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: 208 mg / imidazole / dimethylformamide / 2 h

2: 1.) thexylborane, 2.) NaOH, hydrogen peroxide / 1.) THF, 0 deg C, 100 min, 2.) THF, water, room temperature, 30 min

With 1H-imidazole; sodium hydroxide; thexylborane; dihydrogen peroxide; In N,N-dimethyl-formamide;
DOI:10.1021/jo981749j

Reference yield:

: 217819-79-9
(1S,2R,4R,5S,7E)-5-<(1S,2R)-2-(benzyloxy)-2-<(p-methoxybenzyl)oxy>-1-<<(p-methoxybenzyl)oxy>methyl>-3-butenyl>-2-(methoxymethoxy)-4,11,11-trimethylbicyclo<6.2.1>undec-7-en-3-one

: 217819-81-3
(1S,2R,4R,5S,7S,8S)-5-<(1S,2R)-1-(benzyloxy)-4-hydroxy-2-<(p-methoxybenzyl)oxy>-1-<<(p-methoxybenzyl)oxy>methyl>butyl>-7-(tert-butyldimethylsiloxy)-8-hydroxy-2-(methoxymethoxy)-4,11,11-trimethylbicyclo<6.2.1>undecan-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) pyridine, osmium tetraoxide, 2.) sodium dithionite / 1.) 0 deg C, 1.5 h, 2.) water, 20 deg C, 12 h

2: 208 mg / imidazole / dimethylformamide / 2 h

3: 1.) thexylborane, 2.) NaOH, hydrogen peroxide / 1.) THF, 0 deg C, 100 min, 2.) THF, water, room temperature, 30 min

With pyridine; 1H-imidazole; sodium hydroxide; osmium(VIII) oxide; sodium dithionite; thexylborane; dihydrogen peroxide; In N,N-dimethyl-formamide;
DOI:10.1021/jo981749j

Reference yield:

: (1S,2R,4R,5S,7S,8S)-5-[(1S,2R)-1-Benzyloxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-but-3-enyl]-7,8-dihydroxy-2-methoxymethoxy-4,11,11-trimethyl-bicyclo[6.2.1]undecan-3-one

: 217819-81-3
(1S,2R,4R,5S,7S,8S)-5-<(1S,2R)-1-(benzyloxy)-4-hydroxy-2-<(p-methoxybenzyl)oxy>-1-<<(p-methoxybenzyl)oxy>methyl>butyl>-7-(tert-butyldimethylsiloxy)-8-hydroxy-2-(methoxymethoxy)-4,11,11-trimethylbicyclo<6.2.1>undecan-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: 208 mg / imidazole / dimethylformamide / 2 h

2: 1.) thexylborane, 2.) NaOH, hydrogen peroxide / 1.) THF, 0 deg C, 100 min, 2.) THF, water, room temperature, 30 min

With 1H-imidazole; sodium hydroxide; thexylborane; dihydrogen peroxide; In N,N-dimethyl-formamide;
DOI:10.1021/jo981749j