(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(t-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl)ethyl 4,4'-methanediyl-dibenzoate

Base Information

Chemical Name:(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(t-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl)ethyl 4,4'-methanediyl-dibenzoate
CAS No.:335248-45-8
Molecular Formula:C₄₃H₆₂O₅Si₂
Molecular Weight:715.133
Hs Code.:

(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(t-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl)ethyl 4,4'-methanediyl-dibenzoate

Synonyms:(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(t-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl)ethyl 4,4'-methanediyl-dibenzoate

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Chemical Property of (1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(t-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl)ethyl 4,4'-methanediyl-dibenzoate

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Technology Process of (1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(t-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl)ethyl 4,4'-methanediyl-dibenzoate

There total 6 articles about (1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(t-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl)ethyl 4,4'-methanediyl-dibenzoate 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:

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

: 335248-45-8
(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(t-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl)ethyl 4,4'-methanediyl-dibenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 57 percent / DCC; DMAP / tetrahydrofuran / 16 h / 20 °C

2: 49 percent / TBAF / tetrahydrofuran / 20 °C

3: Et₃N / toluene / 1 h / 20 °C

4: 61 mg / DMAP / toluene / 16 h / Heating

With dmap; tetrabutyl ammonium fluoride; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; toluene; 1: Steglich esterification;
DOI:10.1021/jo001167d

Reference yield:

4,4'-methylenedibenzoic acid: 790-83-0
4,4'-methylenedibenzoic acid

: 335248-45-8
(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(t-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl)ethyl 4,4'-methanediyl-dibenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 57 percent / DCC; DMAP / tetrahydrofuran / 16 h / 20 °C

2: 49 percent / TBAF / tetrahydrofuran / 20 °C

3: Et₃N / toluene / 1 h / 20 °C

4: 61 mg / DMAP / toluene / 16 h / Heating

With dmap; tetrabutyl ammonium fluoride; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; toluene; 1: Steglich esterification;
DOI:10.1021/jo001167d

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 335248-45-8
(1R,3S,4R,6S,7R,9R,10S,12R,13S,15R)-15-[(t-butyldimethylsilyloxy)methyl]-1-quinquecyclopropanemethyl 2-(trimethylsilyl)ethyl 4,4'-methanediyl-dibenzoate

Guidance literature:: Multi-step reaction with 2 steps

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

2: 61 mg / DMAP / toluene / 16 h / Heating

With 1H-imidazole; dmap; In dichloromethane; toluene;
DOI:10.1021/jo001167d