(2R,3R,4R,5S)-4,5-dibenzyloxy-1-benzyloxycarbonyl-2-benzyloxymethyl-3-(4-hydroxybutyloxy)piperidine

Base Information

Chemical Name:(2R,3R,4R,5S)-4,5-dibenzyloxy-1-benzyloxycarbonyl-2-benzyloxymethyl-3-(4-hydroxybutyloxy)piperidine
CAS No.:1334774-66-1
Molecular Formula:C₃₉H₄₅NO₇
Molecular Weight:639.789
Hs Code.:

Synonyms:(2R,3R,4R,5S)-4,5-dibenzyloxy-1-benzyloxycarbonyl-2-benzyloxymethyl-3-(4-hydroxybutyloxy)piperidine

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Chemical Property of (2R,3R,4R,5S)-4,5-dibenzyloxy-1-benzyloxycarbonyl-2-benzyloxymethyl-3-(4-hydroxybutyloxy)piperidine

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Technology Process of (2R,3R,4R,5S)-4,5-dibenzyloxy-1-benzyloxycarbonyl-2-benzyloxymethyl-3-(4-hydroxybutyloxy)piperidine

There total 2 articles about (2R,3R,4R,5S)-4,5-dibenzyloxy-1-benzyloxycarbonyl-2-benzyloxymethyl-3-(4-hydroxybutyloxy)piperidine 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: 66.0%

: 1334774-62-7
(2R,3R,4R,5S)-4,5-dibenzyloxy-1-benzyloxycarbonyl-2-benzyloxymethyl-3-[4-(p-methoxybenzyloxy)butyloxy]piperidine

: 1334774-66-1
(2R,3R,4R,5S)-4,5-dibenzyloxy-1-benzyloxycarbonyl-2-benzyloxymethyl-3-(4-hydroxybutyloxy)piperidine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 2h;
DOI:10.1016/j.tet.2011.08.012

Reference yield:

: 143834-17-7
3,2,6-tri-O-benzyl-N-benzyloxycarbonyl-1-deoxynojirimycin

: 1334774-66-1
(2R,3R,4R,5S)-4,5-dibenzyloxy-1-benzyloxycarbonyl-2-benzyloxymethyl-3-(4-hydroxybutyloxy)piperidine

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide / 15 h / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 2 h

With sodium hydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.08.012

Reference yield: 46.0%

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

: 1334774-66-1
(2R,3R,4R,5S)-4,5-dibenzyloxy-1-benzyloxycarbonyl-2-benzyloxymethyl-3-(4-hydroxybutyloxy)piperidine

: 1334774-70-7
(2R,3R,4R,5S)-4,5-dibenzyloxy-1-benzyloxycarbonyl-2-benzyloxymethyl-3-[4-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyloxy)butyloxy]piperidine

Guidance literature:: 2,3,4,6-Tetra-O-benzyl-D-glucopyranose; With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; for 14h;

(2R,3R,4R,5S)-4,5-dibenzyloxy-1-benzyloxycarbonyl-2-benzyloxymethyl-3-(4-hydroxybutyloxy)piperidine; With tetraethylammonium bromide; tetramethylurea; In dichloromethane; at 20 - 40 ℃; for 20h;
DOI:10.1016/j.tet.2011.08.012