(2R,3S,4R)-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopy-ranosyl)-octadec-5-en-1,2,3,4-tetraol

Base Information

Chemical Name:(2R,3S,4R)-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopy-ranosyl)-octadec-5-en-1,2,3,4-tetraol
CAS No.:1423041-18-2
Molecular Formula:C₅₅H₇₄O₉
Molecular Weight:879.187
Hs Code.:

Synonyms:(2R,3S,4R)-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopy-ranosyl)-octadec-5-en-1,2,3,4-tetraol

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Chemical Property of (2R,3S,4R)-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopy-ranosyl)-octadec-5-en-1,2,3,4-tetraol

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Technology Process of (2R,3S,4R)-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopy-ranosyl)-octadec-5-en-1,2,3,4-tetraol

There total 1 articles about (2R,3S,4R)-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopy-ranosyl)-octadec-5-en-1,2,3,4-tetraol 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: 92.0%

: 2,3-O-isopropylidene-5-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-D-lyxofuranose

: 13266-02-9
n-tridecyltriphenylphosphonium bromide

: 1423041-18-2
(2R,3S,4R)-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopy-ranosyl)-octadec-5-en-1,2,3,4-tetraol

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 6h; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.carres.2012.11.008

Reference yield: 82.0%

: 1423041-18-2
(2R,3S,4R)-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopy-ranosyl)-octadec-5-en-1,2,3,4-tetraol

: 1423041-19-3
(2S,3S,4R)-2-azido-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-octadec-5-en-1,3,4-triol

Guidance literature:: (2R,3S,4R)-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopy-ranosyl)-octadec-5-en-1,2,3,4-tetraol; With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

With N,N,N′,N′-tetramethylguanidinium azide; In dichloromethane; at 0 ℃; Inert atmosphere;
DOI:10.1016/j.carres.2012.11.008

Reference yield:

: 1423041-18-2
(2R,3S,4R)-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopy-ranosyl)-octadec-5-en-1,2,3,4-tetraol

: (2S,3S,4R)-2-hexacosanoylamino-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-d-galactopyranosyl)-octadec-5-en-1,3,4-triol

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 2 h / 0 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: pyridine; triphenylphosphine / tetrahydrofuran / 12 h / 20 - 60 °C

2.2: 12 h

With pyridine; trifluoromethylsulfonic anhydride; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2012.11.008