tert-butyl (2R,5R)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2R,5R)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate
CAS No.:1190391-91-3
Molecular Formula:C₂₃H₂₈N₂O₅
Molecular Weight:412.486
Hs Code.:

Synonyms:tert-butyl (2R,5R)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (2R,5R)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (2R,5R)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

There total 8 articles about tert-butyl (2R,5R)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-nitrobenzyl)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: 22.0%

: 24424-99-5
di-tert-butyl dicarbonate

: tert-butyl (4R,5R)-2,2-dimethyl-4-[(3E)-4-(4-nitrophenyl)but-3-en-1-yl]-5-phenyl-1,3-oxazolidine-3-carboxylate

: 1190391-91-3
tert-butyl (2R,5R)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

: 1190391-90-2
tert-butyl (2R,5S)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

Guidance literature:: tert-butyl (4R,5R)-2,2-dimethyl-4-[(3E)-4-(4-nitrophenyl)but-3-en-1-yl]-5-phenyl-1,3-oxazolidine-3-carboxylate; With hydrogenchloride; In water; ethyl acetate; at 20 - 45 ℃; for 5h;

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 7h;

di-tert-butyl dicarbonate; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 22.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1190391-89-9
tert-butyl (4R,5R)-2,2-dimethyl-4-[4-(4-nitrophenyl)but-3-en-1-yl]-5-phenyl-1,3-oxazolidine-3-carboxylate

: 1190391-91-3
tert-butyl (2R,5R)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

: 1190391-90-2
tert-butyl (2R,5S)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

Guidance literature:: tert-butyl (4R,5R)-2,2-dimethyl-4-[4-(4-nitrophenyl)but-3-en-1-yl]-5-phenyl-1,3-oxazolidine-3-carboxylate; With hydrogenchloride; water; In ethyl acetate; at 20 - 45 ℃; for 5h;

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 7h;

di-tert-butyl dicarbonate; In ethyl acetate; at 20 ℃;

Reference yield:

: tert-butyl (4S,5R)-4-formyl-2,2-dimethyl-5-phenyloxazolidine-3-carboxylate

: 1190391-91-3
tert-butyl (2R,5R)-2-[(R)-hydroxy(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloromethane / 40 h / 20 °C

2.1: hydrogen / palladium 10% on activated carbon / acetone / 24 h / 20 °C

3.1: triethylamine / dichloromethane / 48 h / 20 °C

4.1: hydrogenchloride; water / ethyl acetate / 5 h / 20 - 45 °C

4.2: 7 h / 20 °C

4.3: 20 °C

With hydrogenchloride; water; hydrogen; triethylamine; palladium 10% on activated carbon; In dichloromethane; ethyl acetate; acetone;