tert-butyl (2S,4R)-2-{[benzyl(3-ethoxy-3-oxopropyl)amino]methyl}-4-(benzyloxy)pyrrolidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2S,4R)-2-{[benzyl(3-ethoxy-3-oxopropyl)amino]methyl}-4-(benzyloxy)pyrrolidine-1-carboxylate
CAS No.:1613630-13-9
Molecular Formula:C₂₉H₄₀N₂O₅
Molecular Weight:496.647
Hs Code.:

Synonyms:tert-butyl (2S,4R)-2-{[benzyl(3-ethoxy-3-oxopropyl)amino]methyl}-4-(benzyloxy)pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (2S,4R)-2-{[benzyl(3-ethoxy-3-oxopropyl)amino]methyl}-4-(benzyloxy)pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (2S,4R)-2-{[benzyl(3-ethoxy-3-oxopropyl)amino]methyl}-4-(benzyloxy)pyrrolidine-1-carboxylate

There total 6 articles about tert-butyl (2S,4R)-2-{[benzyl(3-ethoxy-3-oxopropyl)amino]methyl}-4-(benzyloxy)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: 82.0%

: 23583-21-3
ethyl-3-benzylamino propionate

: 136024-61-8
(4R)-benzyloxy-(2S)-formylpyrrolidine-1-carboxylic acid tert-butyl ester

: 1613630-13-9
tert-butyl (2S,4R)-2-{[benzyl(3-ethoxy-3-oxopropyl)amino]methyl}-4-(benzyloxy)pyrrolidine-1-carboxylate

Guidance literature:: With acetic acid; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

: 23583-21-3
ethyl-3-benzylamino propionate

: 136024-61-8
(4R)-benzyloxy-(2S)-formylpyrrolidine-1-carboxylic acid tert-butyl ester

: 1613630-13-9
tert-butyl (2S,4R)-2-{[benzyl(3-ethoxy-3-oxopropyl)amino]methyl}-4-(benzyloxy)pyrrolidine-1-carboxylate

: 1613630-21-9
tert-butyl (2R,4R)-2-{[benzyl(3-ethoxy-3-oxopropyl)amino]methyl}-4-(benzyloxy)pyrrolidine-1-carboxylate

Guidance literature:: (4R)-benzyloxy-(2S)-formylpyrrolidine-1-carboxylic acid tert-butyl ester; With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 10 - 25 ℃; for 16h;

ethyl-3-benzylamino propionate; With sodium tris(acetoxy)borohydride; In dichloromethane; at 10 - 25 ℃; for 0.5h; Overall yield = 73.8 %; Overall yield = 20.3 g;

Reference yield:

: 109953-95-9
tert-butyl (2S,4R)-4-(benzyloxy)-2-(hydroxymethyl)pyrrolidine-1-carboxylate

: 1613630-13-9
tert-butyl (2S,4R)-2-{[benzyl(3-ethoxy-3-oxopropyl)amino]methyl}-4-(benzyloxy)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C

1.2: 0.5 h / -78 - 0 °C

2.1: acetic acid / dichloromethane / 18 h / 20 °C

With oxalyl dichloride; acetic acid; dimethyl sulfoxide; In dichloromethane;