(2S,3S,4R)-3,4-O-isopropyliden-6-oxa-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol

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Chemical Name:(2S,3S,4R)-3,4-O-isopropyliden-6-oxa-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol
CAS No.:1375103-10-8
Molecular Formula:C₆₉H₁₀₃NO₁₀
Molecular Weight:1106.58
Hs Code.:

Synonyms:(2S,3S,4R)-3,4-O-isopropyliden-6-oxa-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol

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Chemical Property of (2S,3S,4R)-3,4-O-isopropyliden-6-oxa-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol

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Technology Process of (2S,3S,4R)-3,4-O-isopropyliden-6-oxa-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol

There total 4 articles about (2S,3S,4R)-3,4-O-isopropyliden-6-oxa-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol 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:

: 4291-68-3,25320-59-6,41110-63-8,67068-83-1,67773-44-8,69237-96-3,92470-93-4,93601-69-5,113829-62-2
(2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-chloro-tetrahydro-pyran

: 557-59-5
n-tetracosanoic acid

: 1391849-30-1
(2S,3S,4R)-2-azido-3,4-O-isopropyliden-6-oxa-1,3,4-nonanetriol

: 1375103-10-8
(2S,3S,4R)-3,4-O-isopropyliden-6-oxa-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol

Guidance literature:: (2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-chloro-tetrahydro-pyran; (2S,3S,4R)-2-azido-3,4-O-isopropyliden-6-oxa-1,3,4-nonanetriol; With tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine; In toluene; at 20 - 80 ℃; for 60.75h; Inert atmosphere; Molecular sieve;

With methanol; at 50 ℃; for 6h;

n-tetracosanoic acid; Further stages;
DOI:10.1016/j.bmc.2012.03.025

Reference yield:

: 1375103-33-5
(2R,3R,4R)-1,3-O-(S)-benzylidene-2-O-methanesulfonyl-6-oxa-1,2,3,4-nonanetetrol

: 1375103-10-8
(2S,3S,4R)-3,4-O-isopropyliden-6-oxa-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 20 % Pd(OH)2/C; hydrogen / ethanol / 1.5 h / 20 °C

2.1: sodium azide / N,N-dimethyl-formamide / 3 h / 95 °C

3.1: toluene-4-sulfonic acid / 21 h / 0 °C

4.1: tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine / toluene / 60.75 h / 20 - 80 °C / Inert atmosphere; Molecular sieve

4.2: 6 h / 50 °C

With sodium azide; 20 % Pd(OH)2/C; tetrabutylammomium bromide; hydrogen; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2012.03.025

Reference yield:

: 1375103-24-4
C₈H₁₇N₃O₄

: 1375103-10-8
(2S,3S,4R)-3,4-O-isopropyliden-6-oxa-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol

Guidance literature:: Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / 21 h / 0 °C

2.1: tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine / toluene / 60.75 h / 20 - 80 °C / Inert atmosphere; Molecular sieve

2.2: 6 h / 50 °C

With tetrabutylammomium bromide; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In toluene;
DOI:10.1016/j.bmc.2012.03.025