(2S,3S,4S,5S)-2-benzyloxymethyl-3,4-dibenzyloxy-5-(3-benzyloxy-4-methoxyphenyl)-N-hydroxy-pyrrolidine

Base Information

Chemical Name:(2S,3S,4S,5S)-2-benzyloxymethyl-3,4-dibenzyloxy-5-(3-benzyloxy-4-methoxyphenyl)-N-hydroxy-pyrrolidine
CAS No.:904893-27-2
Molecular Formula:C₄₀H₄₁NO₆
Molecular Weight:631.769
Hs Code.:

Synonyms:(2S,3S,4S,5S)-2-benzyloxymethyl-3,4-dibenzyloxy-5-(3-benzyloxy-4-methoxyphenyl)-N-hydroxy-pyrrolidine

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Chemical Property of (2S,3S,4S,5S)-2-benzyloxymethyl-3,4-dibenzyloxy-5-(3-benzyloxy-4-methoxyphenyl)-N-hydroxy-pyrrolidine

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Technology Process of (2S,3S,4S,5S)-2-benzyloxymethyl-3,4-dibenzyloxy-5-(3-benzyloxy-4-methoxyphenyl)-N-hydroxy-pyrrolidine

There total 7 articles about (2S,3S,4S,5S)-2-benzyloxymethyl-3,4-dibenzyloxy-5-(3-benzyloxy-4-methoxyphenyl)-N-hydroxy-pyrrolidine 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: 89.0%

: 904893-22-7
(2S,3S,4S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyrrole-1-oxide

: 78504-28-6
2-Benzyloxy-4-bromo-1-methoxybenzene

: 904893-27-2
(2S,3S,4S,5S)-2-benzyloxymethyl-3,4-dibenzyloxy-5-(3-benzyloxy-4-methoxyphenyl)-N-hydroxy-pyrrolidine

Guidance literature:: 2-Benzyloxy-4-bromo-1-methoxybenzene; With magnesium; In tetrahydrofuran; Heating;

(2S,3S,4S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyrrole-1-oxide; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1021/ol0609210

Reference yield:

: 37942-01-1
5-bromo-2-methoxyphenol

: 904893-27-2
(2S,3S,4S,5S)-2-benzyloxymethyl-3,4-dibenzyloxy-5-(3-benzyloxy-4-methoxyphenyl)-N-hydroxy-pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / sodium hydride; TBAI / tetrahydrofuran; various solvent(s) / 50 - 60 °C

2.1: magnesium / tetrahydrofuran / Heating

2.2: 89 percent / tetrahydrofuran / 12 h / 20 °C

With tetra-(n-butyl)ammonium iodide; sodium hydride; magnesium; In tetrahydrofuran;
DOI:10.1021/ol0609210

Reference yield:

: 904893-24-9
(-)-(2R,3R,4R)-1,3,4-tris(benzyloxy)-5-oxopentan-2-yl methanesulfonate

: 904893-27-2
(2S,3S,4S,5S)-2-benzyloxymethyl-3,4-dibenzyloxy-5-(3-benzyloxy-4-methoxyphenyl)-N-hydroxy-pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 60 percent / hydroxylamine hydrogen chloride; sodium carbonate / methanol; H₂O; tetrahydrofuran / 79 h / 50 - 60 °C

2.1: magnesium / tetrahydrofuran / Heating

2.2: 89 percent / tetrahydrofuran / 12 h / 20 °C

With hydroxylamine hydrochloride; sodium carbonate; magnesium; In tetrahydrofuran; methanol; water;
DOI:10.1021/ol0609210