(2R,5S)-1-benzyloxycarbonyl-2-methoxycarbonyl-5-(2-hydroxyethyl)pyrrolidine

Base Information

Chemical Name:(2R,5S)-1-benzyloxycarbonyl-2-methoxycarbonyl-5-(2-hydroxyethyl)pyrrolidine
CAS No.:1234804-82-0
Molecular Formula:C₁₆H₂₁NO₅
Molecular Weight:307.346
Hs Code.:

Synonyms:(2R,5S)-1-benzyloxycarbonyl-2-methoxycarbonyl-5-(2-hydroxyethyl)pyrrolidine

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Chemical Property of (2R,5S)-1-benzyloxycarbonyl-2-methoxycarbonyl-5-(2-hydroxyethyl)pyrrolidine

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Technology Process of (2R,5S)-1-benzyloxycarbonyl-2-methoxycarbonyl-5-(2-hydroxyethyl)pyrrolidine

There total 4 articles about (2R,5S)-1-benzyloxycarbonyl-2-methoxycarbonyl-5-(2-hydroxyethyl)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: 67.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 1234804-83-1
(1R,5S)-8-benzyloxycarbonyl-2-(tert-butyl-dimethylsilyloxy)-8-azabicyclo[3.2.1]oct-2-ene

: 1234804-82-0
(2R,5S)-1-benzyloxycarbonyl-2-methoxycarbonyl-5-(2-hydroxyethyl)pyrrolidine

Guidance literature:: (1R,5S)-8-benzyloxycarbonyl-2-(tert-butyl-dimethylsilyloxy)-8-azabicyclo[3.2.1]oct-2-ene; With ozone; In methanol; dichloromethane; at -78 ℃;

With sodium tetrahydroborate; In methanol; dichloromethane; at -78 - 20 ℃;

diazomethane; In diethyl ether; at 0 ℃;
DOI:10.1016/j.tet.2010.04.037

Reference yield:

: 936564-33-9
(1R,5S)-N-benzyloxycarbonyl-2-oxo-8-azabicyclo[3.2.1]octane

: 1234804-82-0
(2R,5S)-1-benzyloxycarbonyl-2-methoxycarbonyl-5-(2-hydroxyethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: ozone / methanol; dichloromethane / 0.42 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 - 20 °C / Inert atmosphere

3.1: ethanol / 0.5 h / 0 °C / Inert atmosphere

With sodium hydride; ozone; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.3998/ark.5550190.0011.402

Reference yield:

: 1234804-83-1
(1R,5S)-8-benzyloxycarbonyl-2-(tert-butyl-dimethylsilyloxy)-8-azabicyclo[3.2.1]oct-2-ene

: 1234804-82-0
(2R,5S)-1-benzyloxycarbonyl-2-methoxycarbonyl-5-(2-hydroxyethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone / methanol; dichloromethane / 0.42 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 - 20 °C / Inert atmosphere

2.1: ethanol / 0.5 h / 0 °C / Inert atmosphere

With ozone; In methanol; ethanol; dichloromethane;
DOI:10.3998/ark.5550190.0011.402