(2S,3S,4S)-N-benzyloxycarbonyl-2-((benzylamino)methyl)-3,4-dihydroxypyrrolidine

Base Information

Chemical Name:(2S,3S,4S)-N-benzyloxycarbonyl-2-((benzylamino)methyl)-3,4-dihydroxypyrrolidine
CAS No.:1427174-16-0
Molecular Formula:C₂₀H₂₄N₂O₄
Molecular Weight:356.422
Hs Code.:

Synonyms:(2S,3S,4S)-N-benzyloxycarbonyl-2-((benzylamino)methyl)-3,4-dihydroxypyrrolidine

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Chemical Property of (2S,3S,4S)-N-benzyloxycarbonyl-2-((benzylamino)methyl)-3,4-dihydroxypyrrolidine

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Technology Process of (2S,3S,4S)-N-benzyloxycarbonyl-2-((benzylamino)methyl)-3,4-dihydroxypyrrolidine

There total 3 articles about (2S,3S,4S)-N-benzyloxycarbonyl-2-((benzylamino)methyl)-3,4-dihydroxypyrrolidine 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: 48.0%

: N-Cbz-(2R,3S,4S)-3,4-dihydroxypyrrolidine-2-carbaldehyde

: 100-46-9
benzylamine

: 1427174-16-0
(2S,3S,4S)-N-benzyloxycarbonyl-2-((benzylamino)methyl)-3,4-dihydroxypyrrolidine

Guidance literature:: N-Cbz-(2R,3S,4S)-3,4-dihydroxypyrrolidine-2-carbaldehyde; benzylamine; With acetic acid; In methanol; at 20 ℃; for 2h;

With sodium cyanoborohydride; In methanol; at 20 ℃;
DOI:10.1039/c3ob27343a

Reference yield:

: 67561-03-9
N-benzyloxycarbonylglycinal

: 1427174-16-0
(2S,3S,4S)-N-benzyloxycarbonyl-2-((benzylamino)methyl)-3,4-dihydroxypyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: L-rhamnulose-1-phosphate aldolase from E_. coli / N,N-dimethyl-formamide / 24 h / 25 °C / pH 7 / Enzymatic reaction

1.2: 2585.81 Torr

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 3.5 h / 40 °C

3.1: acetic acid / methanol / 2 h / 20 °C

3.2: 20 °C

With L-rhamnulose-1-phosphate aldolase from E_. coli; acetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/c3ob27343a

Reference yield:

: (2S,3S,4S)-N-benzyloxycarbonyl-2-(hydroxymethyl)pyrrolidine-3,4-diol

: 1427174-16-0
(2S,3S,4S)-N-benzyloxycarbonyl-2-((benzylamino)methyl)-3,4-dihydroxypyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 3.5 h / 40 °C

2.1: acetic acid / methanol / 2 h / 20 °C

2.2: 20 °C

With acetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In methanol; ethyl acetate;
DOI:10.1039/c3ob27343a