(βR,γS,1S,4S,5R,7R,8S)-γ-(benzyloxy)-2-(tert-butyldimethylsiloxy)-1-hydroxy-β-<(p-methoxybenzyl)oxy>-γ-<<(p-methoxybenzyl)oxy>methyl>-7-(methoxymethoxy)-5,11,11-trimethyl-6-oxobicyclo<6.2.1>undecane-4-butyraldehyde

Base Information

Chemical Name:(βR,γS,1S,4S,5R,7R,8S)-γ-(benzyloxy)-2-(tert-butyldimethylsiloxy)-1-hydroxy-β-<(p-methoxybenzyl)oxy>-γ-<<(p-methoxybenzyl)oxy>methyl>-7-(methoxymethoxy)-5,11,11-trimethyl-6-oxobicyclo<6.2.1>undecane-4-butyraldehyde
CAS No.:217819-82-4
Molecular Formula:C₅₀H₇₂O₁₁Si
Molecular Weight:877.201
Hs Code.:

(βR,γS,1S,4S,5R,7R,8S)-γ-(benzyloxy)-2-(tert-butyldimethylsiloxy)-1-hydroxy-β-<(p-methoxybenzyl)oxy>-γ-<<(p-methoxybenzyl)oxy>methyl>-7-(methoxymethoxy)-5,11,11-trimethyl-6-oxobicyclo<6.2.1>undecane-4-butyraldehyde

Synonyms:(βR,γS,1S,4S,5R,7R,8S)-γ-(benzyloxy)-2-(tert-butyldimethylsiloxy)-1-hydroxy-β-<(p-methoxybenzyl)oxy>-γ-<<(p-methoxybenzyl)oxy>methyl>-7-(methoxymethoxy)-5,11,11-trimethyl-6-oxobicyclo<6.2.1>undecane-4-butyraldehyde

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Chemical Property of (βR,γS,1S,4S,5R,7R,8S)-γ-(benzyloxy)-2-(tert-butyldimethylsiloxy)-1-hydroxy-β-<(p-methoxybenzyl)oxy>-γ-<<(p-methoxybenzyl)oxy>methyl>-7-(methoxymethoxy)-5,11,11-trimethyl-6-oxobicyclo<6.2.1>undecane-4-butyraldehyde

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Technology Process of (βR,γS,1S,4S,5R,7R,8S)-γ-(benzyloxy)-2-(tert-butyldimethylsiloxy)-1-hydroxy-β-<(p-methoxybenzyl)oxy>-γ-<<(p-methoxybenzyl)oxy>methyl>-7-(methoxymethoxy)-5,11,11-trimethyl-6-oxobicyclo<6.2.1>undecane-4-butyraldehyde

There total 5 articles about (βR,γS,1S,4S,5R,7R,8S)-γ-(benzyloxy)-2-(tert-butyldimethylsiloxy)-1-hydroxy-β-<(p-methoxybenzyl)oxy>-γ-<<(p-methoxybenzyl)oxy>methyl>-7-(methoxymethoxy)-5,11,11-trimethyl-6-oxobicyclo<6.2.1>undecane-4-butyraldehyde 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

: 217819-82-4
(βR,γS,1S,4S,5R,7R,8S)-γ-(benzyloxy)-2-(tert-butyldimethylsiloxy)-1-hydroxy-β-<(p-methoxybenzyl)oxy>-γ-<<(p-methoxybenzyl)oxy>methyl>-7-(methoxymethoxy)-5,11,11-trimethyl-6-oxobicyclo<6.2.1>undecane-4-butyraldehyde

Guidance literature:: Multi-step reaction with 3 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

3: 1.) oxalyl chloride, DMSO, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 40 min, 2.) CH₂Cl₂, 10 min

With 1H-imidazole; sodium hydroxide; oxalyl dichloride; thexylborane; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; 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

: 217819-82-4
(βR,γS,1S,4S,5R,7R,8S)-γ-(benzyloxy)-2-(tert-butyldimethylsiloxy)-1-hydroxy-β-<(p-methoxybenzyl)oxy>-γ-<<(p-methoxybenzyl)oxy>methyl>-7-(methoxymethoxy)-5,11,11-trimethyl-6-oxobicyclo<6.2.1>undecane-4-butyraldehyde

Guidance literature:: Multi-step reaction with 4 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

4: 1.) oxalyl chloride, DMSO, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 40 min, 2.) CH₂Cl₂, 10 min

With pyridine; 1H-imidazole; sodium hydroxide; osmium(VIII) oxide; sodium dithionite; oxalyl dichloride; thexylborane; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; 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

: 217819-82-4
(βR,γS,1S,4S,5R,7R,8S)-γ-(benzyloxy)-2-(tert-butyldimethylsiloxy)-1-hydroxy-β-<(p-methoxybenzyl)oxy>-γ-<<(p-methoxybenzyl)oxy>methyl>-7-(methoxymethoxy)-5,11,11-trimethyl-6-oxobicyclo<6.2.1>undecane-4-butyraldehyde

Guidance literature:: Multi-step reaction with 3 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

3: 1.) oxalyl chloride, DMSO, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 40 min, 2.) CH₂Cl₂, 10 min

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