(2S,3S,4R)-2-(hexacosanamido)-1-O-(2,3,4-tri-O-benzyl-β-L-arabinopyranosyl)octadecane-1,3,4-triol

Base Information

Chemical Name:(2S,3S,4R)-2-(hexacosanamido)-1-O-(2,3,4-tri-O-benzyl-β-L-arabinopyranosyl)octadecane-1,3,4-triol
CAS No.:1092684-39-3
Molecular Formula:C₇₀H₁₁₅NO₈
Molecular Weight:1098.68
Hs Code.:

Synonyms:(2S,3S,4R)-2-(hexacosanamido)-1-O-(2,3,4-tri-O-benzyl-β-L-arabinopyranosyl)octadecane-1,3,4-triol

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Chemical Property of (2S,3S,4R)-2-(hexacosanamido)-1-O-(2,3,4-tri-O-benzyl-β-L-arabinopyranosyl)octadecane-1,3,4-triol

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Technology Process of (2S,3S,4R)-2-(hexacosanamido)-1-O-(2,3,4-tri-O-benzyl-β-L-arabinopyranosyl)octadecane-1,3,4-triol

There total 5 articles about (2S,3S,4R)-2-(hexacosanamido)-1-O-(2,3,4-tri-O-benzyl-β-L-arabinopyranosyl)octadecane-1,3,4-triol 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:

: C₈₂H₁₄₃NO₈Si₂

: 1092684-39-3
(2S,3S,4R)-2-(hexacosanamido)-1-O-(2,3,4-tri-O-benzyl-β-L-arabinopyranosyl)octadecane-1,3,4-triol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/j.tetlet.2008.09.074

Reference yield:

: 1093738-70-5
1-O-acetyl 2,3,4-tri-O-benzyl-α,β-L-arabinopyranose

: 1092684-39-3
(2S,3S,4R)-2-(hexacosanamido)-1-O-(2,3,4-tri-O-benzyl-β-L-arabinopyranosyl)octadecane-1,3,4-triol

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium methylate / methanol / 0.5 h / 20 °C

2.1: diethylamino-sulfur trifluoride / dichloromethane / 0.5 h / -40 - 0 °C

3.1: tin(ll) chloride; silver perchlorate / tetrahydrofuran / 1 h / 20 °C / Molecular sieve; Inert atmosphere; Darkness

3.2: 2 h / -18 - 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

With diethylamino-sulfur trifluoride; tetrabutyl ammonium fluoride; sodium methylate; silver perchlorate; tin(ll) chloride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmc.2013.03.028

Reference yield:

: 18039-26-4,20787-16-0,20787-21-7,77943-32-9,77943-33-0,89615-43-0,89615-44-1,90899-55-1
2,3,4-tri-O-benzyloxy-L-arabinopyranose

: 1092684-39-3
(2S,3S,4R)-2-(hexacosanamido)-1-O-(2,3,4-tri-O-benzyl-β-L-arabinopyranosyl)octadecane-1,3,4-triol

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethylamino-sulfur trifluoride / dichloromethane / 0.5 h / -40 - 0 °C

2.1: tin(ll) chloride; silver perchlorate / tetrahydrofuran / 1 h / 20 °C / Molecular sieve; Inert atmosphere; Darkness

2.2: 2 h / -18 - 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

With diethylamino-sulfur trifluoride; tetrabutyl ammonium fluoride; silver perchlorate; tin(ll) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2013.03.028