1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-3-pyrrolidinone

Base Information

Chemical Name:1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-3-pyrrolidinone
CAS No.:1416960-81-0
Molecular Formula:C₁₉H₂₉NO₄Si
Molecular Weight:363.529
Hs Code.:

Synonyms:1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-3-pyrrolidinone

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Chemical Property of 1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-3-pyrrolidinone

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Technology Process of 1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-3-pyrrolidinone

There total 4 articles about 1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-3-pyrrolidinone 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%

: 441718-01-0
1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3S)-hydroxypyrrolidine

: 1416960-81-0
1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-3-pyrrolidinone

Guidance literature:: 1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3S)-hydroxypyrrolidine; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1.5h;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 13h;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 1-benzyloxycarbonyl-(3S)-hydroxy-(2R)-pyrrolidinemethanol

: 1416960-81-0
1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-3-pyrrolidinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 48 h / 0 - 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.5 h / -78 °C

2.2: 13 h / -78 - 20 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

: 4298-08-2
trans-3-hydroxy-L-proline

: 1416960-81-0
1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-3-pyrrolidinone

Guidance literature:: Multi-step reaction with 5 steps

1.1: thionyl chloride / 2 h / 0 - 20 °C

2.1: triethylamine / acetonitrile; water / 20 h / 20 °C

3.1: sodium tetrahydroborate / toluene; methanol / 4 h / 0 - 20 °C

4.1: triethylamine / dichloromethane / 48 h / 0 - 20 °C

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.5 h / -78 °C

5.2: 13 h / -78 - 20 °C

With sodium tetrahydroborate; thionyl chloride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane; water; toluene; acetonitrile; 5.1: |Swern Oxidation / 5.2: |Swern Oxidation;
DOI:10.1016/j.bmc.2012.11.003