((1R,4S,5R)-4-benzyloxy-5-methoxy-3-methyl-cyclopent-2-enyloxy)(bromomethyl)dimethyl-silane

Base Information

Chemical Name:((1R,4S,5R)-4-benzyloxy-5-methoxy-3-methyl-cyclopent-2-enyloxy)(bromomethyl)dimethyl-silane
CAS No.:847845-08-3
Molecular Formula:C₁₇H₂₅BrO₃Si
Molecular Weight:385.373
Hs Code.:

Synonyms:((1R,4S,5R)-4-benzyloxy-5-methoxy-3-methyl-cyclopent-2-enyloxy)(bromomethyl)dimethyl-silane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ((1R,4S,5R)-4-benzyloxy-5-methoxy-3-methyl-cyclopent-2-enyloxy)(bromomethyl)dimethyl-silane

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Technology Process of ((1R,4S,5R)-4-benzyloxy-5-methoxy-3-methyl-cyclopent-2-enyloxy)(bromomethyl)dimethyl-silane

There total 7 articles about ((1R,4S,5R)-4-benzyloxy-5-methoxy-3-methyl-cyclopent-2-enyloxy)(bromomethyl)dimethyl-silane 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: 80.0%

: 847845-19-6
(1R,4S,5R)-4-benzyloxy-5-methoxy-3-methyl-cyclopent-2-enol

: 16532-02-8
bromomethyldimethylsilyl chloride

: 847845-08-3
((1R,4S,5R)-4-benzyloxy-5-methoxy-3-methyl-cyclopent-2-enyloxy)(bromomethyl)dimethyl-silane

Guidance literature:: With dmap; triethylamine; In dichloromethane;
DOI:10.1016/j.tetlet.2004.12.063

Reference yield:

: 1046780-06-6
(3R,4S,5R)-3-Benzyloxy-4-methoxy-5-vinyl-dihydro-furan-2-one

: 847845-08-3
((1R,4S,5R)-4-benzyloxy-5-methoxy-3-methyl-cyclopent-2-enyloxy)(bromomethyl)dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / -78 °C

2: 54 percent / imidazole / dimethylformamide

3: 98 percent / TiCl₄ / tetrahydrofuran / 0 - 20 °C

4: 90 percent / Grubbs' catalyst / benzene / 80 °C

5: 80 percent / TBAF / tetrahydrofuran

6: 80 percent / DMAP; Et₃N / CH₂Cl₂

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; titanium tetrachloride; triethylamine; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.tetlet.2004.12.063

Reference yield:

: (3R,4S,5R)-3-Benzyloxy-5-hydroxy-4-methoxy-hept-6-en-2-one

: 847845-08-3
((1R,4S,5R)-4-benzyloxy-5-methoxy-3-methyl-cyclopent-2-enyloxy)(bromomethyl)dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 54 percent / imidazole / dimethylformamide

2: 98 percent / TiCl₄ / tetrahydrofuran / 0 - 20 °C

3: 90 percent / Grubbs' catalyst / benzene / 80 °C

4: 80 percent / TBAF / tetrahydrofuran

5: 80 percent / DMAP; Et₃N / CH₂Cl₂

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; titanium tetrachloride; triethylamine; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.tetlet.2004.12.063