(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(tert-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl) 1,3-benzenedicarboxylate

Base Information

Chemical Name:(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(tert-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl) 1,3-benzenedicarboxylate
CAS No.:335248-36-7
Molecular Formula:C₃₆H₅₆O₅Si₂
Molecular Weight:625.009
Hs Code.:

(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(tert-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl) 1,3-benzenedicarboxylate

Synonyms:(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(tert-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl) 1,3-benzenedicarboxylate

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Chemical Property of (1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(tert-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl) 1,3-benzenedicarboxylate

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Technology Process of (1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(tert-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl) 1,3-benzenedicarboxylate

There total 5 articles about (1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(tert-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl) 1,3-benzenedicarboxylate 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: 100.0%

: 181182-36-5
[(1S,2R,1'R,2'R,1''R,2''R,1'''R,2'''R,1''''S,2''''R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-[1,2';1',1'';2'',1''';2''',1'''']quinquecyclopropan-2''''-yl]-methanol

: 335248-34-5
hydrogen 2-(trimethylsilyl)ethyl 1,3-benzenedicarboxylate

: 335248-36-7
(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(tert-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl) 1,3-benzenedicarboxylate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1021/jo001167d

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 335248-36-7
(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(tert-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl) 1,3-benzenedicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / pyridine / CH₂Cl₂ / 20 °C

2: 63 percent / TBAF / tetrahydrofuran / 20 °C

3: 100 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; 3: Steglich esterification;
DOI:10.1021/jo001167d

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 335248-36-7
(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(tert-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl) 1,3-benzenedicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 58 percent / imidazole / CH₂Cl₂ / 20 °C

2: 100 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

With 1H-imidazole; dmap; dicyclohexyl-carbodiimide; In dichloromethane; 2: Steglich esterification;
DOI:10.1021/jo001167d