((5R)-3-(benzyl 2,3-O-isopropylidene-4-C-5-deoxy-D-lyxofuranosidyl)isoxazoline-5-yl)methyl 2,3,4,6-tetra-O-benzyl-α-C-D-glucopyranoside

Base Information

Chemical Name:((5R)-3-(benzyl 2,3-O-isopropylidene-4-C-5-deoxy-D-lyxofuranosidyl)isoxazoline-5-yl)methyl 2,3,4,6-tetra-O-benzyl-α-C-D-glucopyranoside
CAS No.:1362080-46-3
Molecular Formula:C₅₂H₅₇NO₁₀
Molecular Weight:856.025
Hs Code.:

Synonyms:((5R)-3-(benzyl 2,3-O-isopropylidene-4-C-5-deoxy-D-lyxofuranosidyl)isoxazoline-5-yl)methyl 2,3,4,6-tetra-O-benzyl-α-C-D-glucopyranoside

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Chemical Property of ((5R)-3-(benzyl 2,3-O-isopropylidene-4-C-5-deoxy-D-lyxofuranosidyl)isoxazoline-5-yl)methyl 2,3,4,6-tetra-O-benzyl-α-C-D-glucopyranoside

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Technology Process of ((5R)-3-(benzyl 2,3-O-isopropylidene-4-C-5-deoxy-D-lyxofuranosidyl)isoxazoline-5-yl)methyl 2,3,4,6-tetra-O-benzyl-α-C-D-glucopyranoside

There total 2 articles about ((5R)-3-(benzyl 2,3-O-isopropylidene-4-C-5-deoxy-D-lyxofuranosidyl)isoxazoline-5-yl)methyl 2,3,4,6-tetra-O-benzyl-α-C-D-glucopyranoside 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: 49.0%

: C₁₅H₁₈ClNO₅

: 82659-52-7
1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-2-propene

: 1362080-46-3
((5R)-3-(benzyl 2,3-O-isopropylidene-4-C-5-deoxy-D-lyxofuranosidyl)isoxazoline-5-yl)methyl 2,3,4,6-tetra-O-benzyl-α-C-D-glucopyranoside

: 1362080-49-6
((5S)-3-(benzyl 2,3-O-isopropylidene-4-C-5-deoxy-D-lyxofuranosidyl)isoxazoline-5-yl)methyl 2,3,4,6-tetra-O-benzyl-α-C-D-glucopyranoside

Guidance literature:: With dmap; In 1,2-dichloro-ethane; for 3h; optical yield given as %de; regiospecific reaction; Reflux;
DOI:10.1016/j.carres.2011.11.025

Reference yield:

: C₁₅H₁₉NO₅

: 1362080-46-3
((5R)-3-(benzyl 2,3-O-isopropylidene-4-C-5-deoxy-D-lyxofuranosidyl)isoxazoline-5-yl)methyl 2,3,4,6-tetra-O-benzyl-α-C-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: N-chloro-succinimide / 1,2-dichloro-ethane / 0.33 h / Reflux; Inert atmosphere

2: dmap / 1,2-dichloro-ethane / 3 h / Reflux

With dmap; N-chloro-succinimide; In 1,2-dichloro-ethane;
DOI:10.1016/j.carres.2011.11.025

Reference yield: 87.3%

: 1362080-46-3
((5R)-3-(benzyl 2,3-O-isopropylidene-4-C-5-deoxy-D-lyxofuranosidyl)isoxazoline-5-yl)methyl 2,3,4,6-tetra-O-benzyl-α-C-D-glucopyranoside

: ((3R,5R)-3-(benzyl 2,3-O-isopropylidene-4-C-5-deoxy-D-lyxofuranosidyl)isoxazolidine-5-yl)methyl 2,3,4,6-tetra-O-benzyl-α-C-D-glucopyranoside

: ((3S,5R)-3-(benzyl 2,3-O-isopropylidene-4-C-5-deoxy-D-lyxofuranosidyl)isoxazolidine-5-yl)methyl 2,3,4,6-tetra-O-benzyl-α-C-D-glucopyranoside

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; cyclohexane; at -10 - -5 ℃; for 0.25h; Inert atmosphere;
DOI:10.1016/j.carres.2014.05.016