N-benzyl-(2S,4R,1'R,2'S,3'R)-2-(1',2':3',4'-di-O-isopropylidene-1',2',3',4'-tetrahydroxy-1'-butyl)-4-hydroxypiperidine

Base Information

Chemical Name:N-benzyl-(2S,4R,1'R,2'S,3'R)-2-(1',2':3',4'-di-O-isopropylidene-1',2',3',4'-tetrahydroxy-1'-butyl)-4-hydroxypiperidine
CAS No.:142913-85-7
Molecular Formula:C₂₂H₃₃NO₅
Molecular Weight:391.508
Hs Code.:

Synonyms:N-benzyl-(2S,4R,1'R,2'S,3'R)-2-(1',2':3',4'-di-O-isopropylidene-1',2',3',4'-tetrahydroxy-1'-butyl)-4-hydroxypiperidine

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Chemical Property of N-benzyl-(2S,4R,1'R,2'S,3'R)-2-(1',2':3',4'-di-O-isopropylidene-1',2',3',4'-tetrahydroxy-1'-butyl)-4-hydroxypiperidine

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Technology Process of N-benzyl-(2S,4R,1'R,2'S,3'R)-2-(1',2':3',4'-di-O-isopropylidene-1',2',3',4'-tetrahydroxy-1'-butyl)-4-hydroxypiperidine

There total 5 articles about N-benzyl-(2S,4R,1'R,2'S,3'R)-2-(1',2':3',4'-di-O-isopropylidene-1',2',3',4'-tetrahydroxy-1'-butyl)-4-hydroxypiperidine 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: 99.0%

: 142913-84-6
N-benzyl-(6S,1'R,2'S,3'R)-6-(1',2':3',4'-di-O-isopropylidene-1',2',3',4'-tetrahydroxy-1'-butyl)-2,3-didehydropiperidine-4-one

: 142913-85-7
N-benzyl-(2S,4R,1'R,2'S,3'R)-2-(1',2':3',4'-di-O-isopropylidene-1',2',3',4'-tetrahydroxy-1'-butyl)-4-hydroxypiperidine

Guidance literature:: With sodium tetrahydroborate; In ethanol; for 14h; Ambient temperature;
DOI:10.1016/S0040-4039(00)79832-7

Reference yield: 90.0%

: 160962-75-4
N-benzyl-(6R,1'S,2'R,3'S)-6-(1',2':3',4'-di-O-isopropylidene-1',2',3',4'-tetrahydroxy-1'-butyl)-2,3-didehydropiperidine-4-one

: 142913-85-7
N-benzyl-(2R,4S,1'S,2'R,3'S)-2-(1',2':3',4'-di-O-isopropylidene-1',2',3',4'-tetrahydroxy-1'-butyl)-4-hydroxypiperidine

Guidance literature:: With sodium tetrahydroborate; In ethanol; for 16h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85680-5

Reference yield:

: 142913-83-5
2,3;4,5-di-O-isopropylidene-L-arabinose N-benzylimine

: 142913-85-7
N-benzyl-(2R,4S,1'S,2'R,3'S)-2-(1',2':3',4'-di-O-isopropylidene-1',2',3',4'-tetrahydroxy-1'-butyl)-4-hydroxypiperidine

Guidance literature:: Multi-step reaction with 2 steps

1: ZnCl₂ / dioxane / 1 h / Ambient temperature

2: NaBH₄ / ethanol / 14 h / Ambient temperature

With sodium tetrahydroborate; zinc(II) chloride; In 1,4-dioxane; ethanol;
DOI:10.1016/S0040-4039(00)79832-7