Tetracosanoic acid {(1S,2S,3R)-2,3-dihydroxy-1-[2-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-octyl}-amide

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Chemical Name:Tetracosanoic acid {(1S,2S,3R)-2,3-dihydroxy-1-[2-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-octyl}-amide
CAS No.:862718-93-2
Molecular Formula:C₆₈H₁₀₃NO₈
Molecular Weight:1062.57
Hs Code.:

Synonyms:Tetracosanoic acid {(1S,2S,3R)-2,3-dihydroxy-1-[2-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-octyl}-amide

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Chemical Property of Tetracosanoic acid {(1S,2S,3R)-2,3-dihydroxy-1-[2-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-octyl}-amide

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Technology Process of Tetracosanoic acid {(1S,2S,3R)-2,3-dihydroxy-1-[2-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-octyl}-amide

There total 10 articles about Tetracosanoic acid {(1S,2S,3R)-2,3-dihydroxy-1-[2-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-octyl}-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: 88.0%

: 862718-92-1
(3S,4S,5R)-4,5-O-isopropylidene-1-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-3-tetracosanoylamino-4,5-decanediol

: 862718-93-2
Tetracosanoic acid {(1S,2S,3R)-2,3-dihydroxy-1-[2-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-octyl}-amide

Guidance literature:: With acetic acid; at 60 ℃;
DOI:10.1016/j.tetlet.2005.05.069

Reference yield:

: 862718-88-5
(3R,4S,5R)-4,5-O-isopropylidene-1-(2,3,4,6-tetra-O-benzyl-α-D-galactosyl)-1-decyne-3,4,5-triol

: 862718-93-2
Tetracosanoic acid {(1S,2S,3R)-2,3-dihydroxy-1-[2-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-octyl}-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / TsNHNH₂; aq. NaOAc / 1,2-dimethoxy-ethane / Heating

2: 94 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

3: NaN₃ / dimethylformamide / 90 °C

4: H₂ / Pd/CaCO₃ / ethanol / 20 °C

5: EDCI*HCl; HOAt; Et₃N / dimethylformamide; CH₂Cl₂ / 20 °C

6: 88 percent / 80 percent aq. AcOH / 60 °C

With pyridine; sodium azide; 1-hydroxy-7-aza-benzotriazole; hydrogen; sodium acetate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; toluene-4-sulfonic acid hydrazide; Lindlar's catalyst; In 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.05.069

Reference yield:

: 862718-90-9
(R)-1-((4S,5R)-2,2-Dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-3-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propan-1-ol

: 862718-93-2
Tetracosanoic acid {(1S,2S,3R)-2,3-dihydroxy-1-[2-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-octyl}-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

2: NaN₃ / dimethylformamide / 90 °C

3: H₂ / Pd/CaCO₃ / ethanol / 20 °C

4: EDCI*HCl; HOAt; Et₃N / dimethylformamide; CH₂Cl₂ / 20 °C

5: 88 percent / 80 percent aq. AcOH / 60 °C

With pyridine; sodium azide; 1-hydroxy-7-aza-benzotriazole; hydrogen; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; Lindlar's catalyst; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.05.069