(2S,4R)-benzyl 4-(tert-butyldimethylsilyloxy)-2-(2-methyl-1-oxo propan-2-yl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (2S,4R)-benzyl 4-(tert-butyldimethylsilyloxy)-2-(2-methyl-1-oxo propan-2-yl)pyrrolidine-1-carboxylate
• CAS No.: 1378239-22-5
• Molecular Formula: C₂₂H₃₅NO₄Si
• Molecular Weight: 405.61
• Mol file: 1378239-22-5.mol

Synonyms:(2S,4R)-benzyl 4-(tert-butyldimethylsilyloxy)-2-(2-methyl-1-oxo propan-2-yl)pyrrolidine-1-carboxylate

Chemical Property of (2S,4R)-benzyl 4-(tert-butyldimethylsilyloxy)-2-(2-methyl-1-oxo propan-2-yl)pyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of (2S,4R)-benzyl 4-(tert-butyldimethylsilyloxy)-2-(2-methyl-1-oxo propan-2-yl)pyrrolidine-1-carboxylate

There total 1 articles about (2S,4R)-benzyl 4-(tert-butyldimethylsilyloxy)-2-(2-methyl-1-oxo propan-2-yl)pyrrolidine-1-carboxylate 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: 63.0%

cis-4-(tert-butyldimethylsilyloxy)-N-benzyloxycarbonyl-D-proline (329188-63-8) + 2-methyl-1-(trimethylsilyloxy)-1-propene (6651-34-9) → (2R,4R)-benzyl 4-(tert-butyldimethylsilyloxy)-2-(2-methyl-1-oxopropan-2-yl)pyrrolidine-1-carboxylate (1378239-21-4) + (2S,4R)-benzyl 4-(tert-butyldimethylsilyloxy)-2-(2-methyl-1-oxo propan-2-yl)pyrrolidine-1-carboxylate (1378239-22-5)

Guidance literature:

cis-4-(tert-butyldimethylsilyloxy)-N-benzyloxycarbonyl-D-proline; With [bis(acetoxy)iodo]benzene; iodine; In dichloromethane; at 25 - 26 ℃; for 4h; Irradiation; Inert atmosphere;

2-methyl-1-(trimethylsilyloxy)-1-propene; With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c2ob25433f

upstream raw materials:

cis-4-(tert-butyldimethylsilyloxy)-N-benzyloxycarbonyl-D-proline

2-methyl-1-(trimethylsilyloxy)-1-propene