7-<(tert-butyldimethylsilyl)oxy>-1-<(tert-butyldiphenylsilyl)oxy>-5-oxo-2(S),4(R),6(S)-trimethylheptan-3(S)-ol

Base Information

Chemical Name:7-<(tert-butyldimethylsilyl)oxy>-1-<(tert-butyldiphenylsilyl)oxy>-5-oxo-2(S),4(R),6(S)-trimethylheptan-3(S)-ol
CAS No.:115047-32-0
Molecular Formula:C₃₂H₅₂O₄Si₂
Molecular Weight:556.933
Hs Code.:

Synonyms:7-<(tert-butyldimethylsilyl)oxy>-1-<(tert-butyldiphenylsilyl)oxy>-5-oxo-2(S),4(R),6(S)-trimethylheptan-3(S)-ol

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Chemical Property of 7-<(tert-butyldimethylsilyl)oxy>-1-<(tert-butyldiphenylsilyl)oxy>-5-oxo-2(S),4(R),6(S)-trimethylheptan-3(S)-ol

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Technology Process of 7-<(tert-butyldimethylsilyl)oxy>-1-<(tert-butyldiphenylsilyl)oxy>-5-oxo-2(S),4(R),6(S)-trimethylheptan-3(S)-ol

There total 12 articles about 7-<(tert-butyldimethylsilyl)oxy>-1-<(tert-butyldiphenylsilyl)oxy>-5-oxo-2(S),4(R),6(S)-trimethylheptan-3(S)-ol 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:

: Formic acid (1S,2R,4S)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,4-dimethyl-3-oxo-pentyl ester

: 115047-32-0
7-<(tert-butyldimethylsilyl)oxy>-1-<(tert-butyldiphenylsilyl)oxy>-5-oxo-2(S),4(R),6(S)-trimethylheptan-3(S)-ol

Guidance literature:: With ammonia; In methanol; Yield given;
DOI:10.1016/S0040-4039(00)95405-4

Reference yield:

: (3R,4S,5R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-((R)-2-hydroxy-1-methyl-ethyl)-4-methyl-dihydro-furan-2-one

: 115047-32-0
7-<(tert-butyldimethylsilyl)oxy>-1-<(tert-butyldiphenylsilyl)oxy>-5-oxo-2(S),4(R),6(S)-trimethylheptan-3(S)-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 4-(dimethylamino)pyridine, imidazole / dimethylformamide / 25 °C

2: diisobutylaluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

3: Et₃N, methanesulfonyl chloride / CH₂Cl₂ / 0 deg C, 30 min, 25 deg C, 30 min

4: 1.) ozone, NaHCO₃, 2.) dimethyl sulfide / 1.) MeOH, CH₂Cl₂, -78 deg C, 2.) MeOH, CH₂Cl₂, -25 deg C 45 min

5: NH₃ / methanol / 3 h / 25 °C

With 1H-imidazole; dmap; dimethylsulfide; ammonia; diisobutylaluminium hydride; sodium hydrogencarbonate; ozone; methanesulfonyl chloride; triethylamine; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00224a032

Reference yield:

: (3R,4S,5R)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-5-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-tetrahydro-furan-2-ol

: 115047-32-0
7-<(tert-butyldimethylsilyl)oxy>-1-<(tert-butyldiphenylsilyl)oxy>-5-oxo-2(S),4(R),6(S)-trimethylheptan-3(S)-ol

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N, methanesulfonyl chloride / CH₂Cl₂ / 0 deg C, 30 min, 25 deg C, 30 min

2: 1.) ozone, NaHCO₃, 2.) dimethyl sulfide / 1.) MeOH, CH₂Cl₂, -78 deg C, 2.) MeOH, CH₂Cl₂, -25 deg C 45 min

3: NH₃ / methanol / 3 h / 25 °C

With dimethylsulfide; ammonia; sodium hydrogencarbonate; ozone; methanesulfonyl chloride; triethylamine; In methanol; dichloromethane;
DOI:10.1021/ja00224a032