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

Base Information

Chemical Name:1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3R)-hydroxypyrrolidine
CAS No.:1416960-82-1
Molecular Formula:C₁₉H₃₁NO₄Si
Molecular Weight:365.545
Hs Code.:

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

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

Chemical Property:

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

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

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

: 1416960-82-1
1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3R)-hydroxypyrrolidine

Guidance literature:: With sodium tetrahydroborate; In methanol; at -10 - 20 ℃; for 7h;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

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

: 1416960-82-1
1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3R)-hydroxypyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 13 h / -78 - 20 °C

2.1: sodium tetrahydroborate / methanol / 7 h / -10 - 20 °C

With sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; In methanol; dichloromethane; 1.1: |Swern Oxidation / 1.2: |Swern Oxidation;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

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

: 1416960-82-1
1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3R)-hydroxypyrrolidine

Guidance literature:: Multi-step reaction with 3 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

3.1: sodium tetrahydroborate / methanol / 7 h / -10 - 20 °C

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