N-((2R,4R)-4-(benzyloxy)-1-((2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yloxy)octadecan-2-yl)hexacosanamide

Base Information

Chemical Name:N-((2R,4R)-4-(benzyloxy)-1-((2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yloxy)octadecan-2-yl)hexacosanamide
CAS No.:1309668-41-4
Molecular Formula:C₈₅H₁₂₉NO₈
Molecular Weight:1292.96
Hs Code.:

N-((2R,4R)-4-(benzyloxy)-1-((2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yloxy)octadecan-2-yl)hexacosanamide

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Chemical Property of N-((2R,4R)-4-(benzyloxy)-1-((2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yloxy)octadecan-2-yl)hexacosanamide

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Technology Process of N-((2R,4R)-4-(benzyloxy)-1-((2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yloxy)octadecan-2-yl)hexacosanamide

There total 12 articles about N-((2R,4R)-4-(benzyloxy)-1-((2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yloxy)octadecan-2-yl)hexacosanamide 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: 10.0%

: 1309668-40-3
N-((2R,4R)-4-(benzyloxy)-1-hydroxyoctadecan-2-yl)hexacosanamide

: 101966-50-1
2,3,4,6-tetrakis-O-(phenylmethyl)-β-D-galactopyranosyl fluoride

: 1309668-41-4
N-((2R,4R)-4-(benzyloxy)-1-((2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yloxy)octadecan-2-yl)hexacosanamide

Guidance literature:: N-((2R,4R)-4-(benzyloxy)-1-hydroxyoctadecan-2-yl)hexacosanamide; With silver perchlorate; tin(ll) chloride; In tetrahydrofuran; for 0.5h; Inert atmosphere; Molecular sieve;

1-fluoro-1-deoxy-2,3,4,6-tetra-O-benzyl-β-D-galactopyranose; In tetrahydrofuran; at -10 - 20 ℃; for 2.16667h; Inert atmosphere; Molecular sieve;
DOI:10.1021/ml2000802

Reference yield:

: 506-46-7
1-hexacosanoic acid

: C₅₉H₇₉NO₇

: 1309668-41-4
N-((2R,4R)-4-(benzyloxy)-1-((2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yloxy)octadecan-2-yl)hexacosanamide

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1021/ml2000802

Reference yield:

: 1233216-85-7
(2S,3S,4R)-2-azido-4-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)octadecan-3-ol

: 1309668-41-4
N-((2R,4R)-4-(benzyloxy)-1-((2S,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yloxy)octadecan-2-yl)hexacosanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 24 h / Inert atmosphere

2.1: sodium tetrahydroborate; nickel dichloride / ethanol / 12 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

4.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 6 h / 20 °C / Inert atmosphere

5.1: silver perchlorate; tin(ll) chloride / tetrahydrofuran / 0.5 h / Inert atmosphere; Molecular sieve

5.2: 2.17 h / -10 - 20 °C / Inert atmosphere; Molecular sieve

With dmap; sodium tetrahydroborate; carbon tetrabromide; tetrabutyl ammonium fluoride; silver perchlorate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; tin(ll) chloride; nickel dichloride; In tetrahydrofuran; ethanol; dichloromethane; 5.2: Mukaiyama reaction;
DOI:10.1021/ml2000802