Hexacosanoic acid [(1S,2S,3R)-1-((2S,3R,4S,5S,6R)-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-heptadecyl]-amide

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Chemical Name:Hexacosanoic acid [(1S,2S,3R)-1-((2S,3R,4S,5S,6R)-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-heptadecyl]-amide
CAS No.:424823-22-3
Molecular Formula:C₈₃H₁₄₄N₄O₈Si₂
Molecular Weight:1382.25
Hs Code.:

Hexacosanoic acid [(1S,2S,3R)-1-((2S,3R,4S,5S,6R)-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-heptadecyl]-amide

Synonyms:Hexacosanoic acid [(1S,2S,3R)-1-((2S,3R,4S,5S,6R)-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-heptadecyl]-amide

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Chemical Property of Hexacosanoic acid [(1S,2S,3R)-1-((2S,3R,4S,5S,6R)-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-heptadecyl]-amide

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Technology Process of Hexacosanoic acid [(1S,2S,3R)-1-((2S,3R,4S,5S,6R)-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-heptadecyl]-amide

There total 4 articles about Hexacosanoic acid [(1S,2S,3R)-1-((2S,3R,4S,5S,6R)-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-heptadecyl]-amide 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: 44.0%

: 205371-68-2
(2S,3S,4R)-3,4-di-O-tertbutyldimethylsilyl-2-(N-hexacosanoylamino)octadecan-1,3,4-triol

: 424823-20-1
6-azido-2,3,4-tetra-O-benzyl-6-deoxy-α-galactosyl fluoride

: 424823-22-3
Hexacosanoic acid [(1S,2S,3R)-1-((2S,3R,4S,5S,6R)-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-heptadecyl]-amide

Guidance literature:: With 4 A molecular sieve; silver perchlorate; tin(ll) chloride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;
DOI:10.1021/ol025565+

Reference yield:

: 1-O-acetyl-6-azido-2,3,4-tri-O-benzyl-6-deoxy-α,β-D-galactopyranose

: 424823-22-3
Hexacosanoic acid [(1S,2S,3R)-1-((2S,3R,4S,5S,6R)-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-heptadecyl]-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / HF*pyridine / pyridine; toluene / 6 h / 0 °C

2: 44 percent / molecular sieves 4 Angstroem; AgClO₄; SnCl₂ / tetrahydrofuran / 2 h / 0 - 20 °C

With 4 A molecular sieve; silver perchlorate; pyridine hydrogenfluoride; tin(ll) chloride; In tetrahydrofuran; pyridine; toluene;
DOI:10.1021/ol025565+

Reference yield:

: 424823-28-9
6-azido-6-deoxymethylgalactopyranoside

: 424823-22-3
Hexacosanoic acid [(1S,2S,3R)-1-((2S,3R,4S,5S,6R)-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-heptadecyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / NaH; 18-crown-6; K₂CO₃ / tetrahydrofuran / 12 h

2: 84 percent / H₂SO₄ / acetic acid / 8 h / 0 °C

3: 78 percent / HF*pyridine / pyridine; toluene / 6 h / 0 °C

4: 44 percent / molecular sieves 4 Angstroem; AgClO₄; SnCl₂ / tetrahydrofuran / 2 h / 0 - 20 °C

With 18-crown-6 ether; 4 A molecular sieve; sulfuric acid; silver perchlorate; sodium hydride; potassium carbonate; pyridine hydrogenfluoride; tin(ll) chloride; In tetrahydrofuran; pyridine; acetic acid; toluene;
DOI:10.1021/ol025565+