(3R,4R)-(-)-1-benzyloxycarbonyl-3-bromo-4-(tert-butyldimethylsilyloxy)pyrrolidine

Base Information

Chemical Name:(3R,4R)-(-)-1-benzyloxycarbonyl-3-bromo-4-(tert-butyldimethylsilyloxy)pyrrolidine
CAS No.:1443150-70-6
Molecular Formula:C₁₈H₂₈BrNO₃Si
Molecular Weight:414.415
Hs Code.:

Synonyms:(3R,4R)-(-)-1-benzyloxycarbonyl-3-bromo-4-(tert-butyldimethylsilyloxy)pyrrolidine

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Chemical Property of (3R,4R)-(-)-1-benzyloxycarbonyl-3-bromo-4-(tert-butyldimethylsilyloxy)pyrrolidine

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Technology Process of (3R,4R)-(-)-1-benzyloxycarbonyl-3-bromo-4-(tert-butyldimethylsilyloxy)pyrrolidine

There total 6 articles about (3R,4R)-(-)-1-benzyloxycarbonyl-3-bromo-4-(tert-butyldimethylsilyloxy)pyrrolidine 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: 88.0%

: 1443150-68-2
(3R,4R)-1-benzyloxycarbonyl-3-bromo-4-hydroxypyrrolidine

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1443150-70-6
(3R,4R)-(-)-1-benzyloxycarbonyl-3-bromo-4-(tert-butyldimethylsilyloxy)pyrrolidine

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.tetasy.2013.04.012

Reference yield:

: 31970-04-4
1-carboxybenzyl-3-pyrrolidine

: 1443150-70-6
(3R,4R)-(-)-1-benzyloxycarbonyl-3-bromo-4-(tert-butyldimethylsilyloxy)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: N-Bromosuccinimide; water / 4 h / 20 °C / Cooling with ice

2: potassium carbonate / acetonitrile / 12 h / 20 °C

3: water; Candida antarctica Lipase A / 24 h / 30 °C / Resolution of racemate; Enzymatic reaction

4: 1H-imidazole / dichloromethane / 24 h / 20 °C / Inert atmosphere

With 1H-imidazole; N-Bromosuccinimide; Candida antarctica Lipase A; water; potassium carbonate; In dichloromethane; acetonitrile;
DOI:10.1016/j.tetasy.2013.04.012

Reference yield:

: 1-Cbz-trans-3-bromo-4-hydroxypyrrolidine

: 1443150-70-6
(3R,4R)-(-)-1-benzyloxycarbonyl-3-bromo-4-(tert-butyldimethylsilyloxy)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / acetonitrile / 12 h / 20 °C

2: water; Candida antarctica Lipase A / 24 h / 30 °C / Resolution of racemate; Enzymatic reaction

3: 1H-imidazole / dichloromethane / 24 h / 20 °C / Inert atmosphere

With 1H-imidazole; Candida antarctica Lipase A; water; potassium carbonate; In dichloromethane; acetonitrile;
DOI:10.1016/j.tetasy.2013.04.012