(2R,3S,4R)-2-hexacosylamino-3,4-di-O-benzyloctadecanoic acid

Base Information

Chemical Name:(2R,3S,4R)-2-hexacosylamino-3,4-di-O-benzyloctadecanoic acid
CAS No.:1448529-93-8
Molecular Formula:C₅₈H₉₉NO₅
Molecular Weight:890.428
Hs Code.:

Synonyms:(2R,3S,4R)-2-hexacosylamino-3,4-di-O-benzyloctadecanoic acid

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Chemical Property of (2R,3S,4R)-2-hexacosylamino-3,4-di-O-benzyloctadecanoic acid

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Technology Process of (2R,3S,4R)-2-hexacosylamino-3,4-di-O-benzyloctadecanoic acid

There total 6 articles about (2R,3S,4R)-2-hexacosylamino-3,4-di-O-benzyloctadecanoic acid 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: 90.0%

: 160280-70-6
(2S,3S,4R)-2-hexacosylamino-3,4-di-O-benzyl-1,3,4-octadecanetriol

: 1448529-93-8
(2R,3S,4R)-2-hexacosylamino-3,4-di-O-benzyloctadecanoic acid

Guidance literature:: (2S,3S,4R)-2-hexacosylamino-3,4-di-O-benzyl-1,3,4-octadecanetriol; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In dichloromethane; for 12h; Inert atmosphere;

With sodium chlorite; sodium dihydrogenphosphate dihydrate; tetrabutyl-ammonium chloride; In dichloromethane; water; for 0.5h; Time; Reagent/catalyst; Inert atmosphere;
DOI:10.1016/j.tet.2013.06.051

Reference yield:

: 201002-41-7
(2R,3S,4R)-2-azidooctadecane-1,3,4-triol

: 1448529-93-8
(2R,3S,4R)-2-hexacosylamino-3,4-di-O-benzyloctadecanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / 5 h / 50 °C / Inert atmosphere

2.1: sodium hydroxide / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

2.2: 4.5 h / 0 - 20 °C / Inert atmosphere

3.1: acetic acid / water / 60 °C / Inert atmosphere

4.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 60 °C / Inert atmosphere

4.2: 4 h / 60 °C

5.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

6.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 12 h / Inert atmosphere

6.2: 0.5 h / Inert atmosphere

With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2013.06.051

Reference yield:

: 201002-42-8
C₅₁H₆₃N₃O₃

: 1448529-93-8
(2R,3S,4R)-2-hexacosylamino-3,4-di-O-benzyloctadecanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid / water / 60 °C / Inert atmosphere

2.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 60 °C / Inert atmosphere

2.2: 4 h / 60 °C

3.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 12 h / Inert atmosphere

4.2: 0.5 h / Inert atmosphere

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tet.2013.06.051