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

Base Information

Chemical Name:1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3R)-methoxypyrrolidine
CAS No.:1416960-93-4
Molecular Formula:C₂₀H₃₃NO₄Si
Molecular Weight:379.572
Hs Code.:

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

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

Chemical Property:

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

There total 6 articles about 1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3R)-methoxypyrrolidine 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: 85.0%

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

: 74-88-4
methyl iodide

: 1416960-93-4
1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3R)-methoxypyrrolidine

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 13h;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

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

: 1416960-93-4
1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3R)-methoxypyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

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

2: sodium hydride / N,N-dimethyl-formamide / 13 h / 0 - 20 °C

With sodium tetrahydroborate; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.11.003

Reference yield:

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

: 1416960-93-4
1-benzyloxycarbonyl-(2R)-tert-butyldimethylsilyloxymethyl-(3R)-methoxypyrrolidine

Guidance literature:: Multi-step reaction with 7 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

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

7.1: sodium hydride / N,N-dimethyl-formamide / 13 h / 0 - 20 °C

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