benzyl 6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O--β-D-glucopyranyl>-3-O-benzoyl-2-(DL-3-benzoyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O--β-D-glucopyranyl>-3-O-benzoyl-2-(DL-3-benzoyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside
CAS No.:81629-42-7
Molecular Formula:C₅₇H₇₆N₂O₁₈
Molecular Weight:1077.23
Hs Code.:

benzyl 6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-<D-1-(methoxycarbonyl)ethyl>-β-D-glucopyranyl>-3-O-benzoyl-2-(DL-3-benzoyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside

Synonyms:benzyl 6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O--β-D-glucopyranyl>-3-O-benzoyl-2-(DL-3-benzoyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside

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Chemical Property of benzyl 6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O--β-D-glucopyranyl>-3-O-benzoyl-2-(DL-3-benzoyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside

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Technology Process of benzyl 6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O--β-D-glucopyranyl>-3-O-benzoyl-2-(DL-3-benzoyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside

There total 9 articles about benzyl 6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O--β-D-glucopyranyl>-3-O-benzoyl-2-(DL-3-benzoyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside 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: 82.0%

: 47483-72-7
2-methyl-<4,6-di-O-acetyl-1,2-dideoxy-3-O--α-D-glucopyrano>-<2,1-d>-2-oxazoline

: 81629-35-8
benzyl 3-O-benzoyl-2-(DL-3-benzoyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside

: 81629-42-7
benzyl 6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O--β-D-glucopyranyl>-3-O-benzoyl-2-(DL-3-benzoyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 60 ℃; for 30h;
DOI:10.1016/S0008-6215(00)81038-1

Reference yield:

: 79957-36-1,81629-37-0
benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O--α-D-glucopyranoside

: 81629-42-7
benzyl 6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O--β-D-glucopyranyl>-3-O-benzoyl-2-(DL-3-benzoyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / hydrogen / 10percent Pd/C / methanol; H₂O; acetic acid / 6.5 h / 30 - 35 °C

2: acetyl chloride / 1,2-dichloro-ethane / 22 h / Ambient temperature

3: acetic acid / 1 h / Ambient temperature

4: 94 percent / ferric chloride / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 82 percent / toluene-p-sulfonic acid monohydrate / 1,2-dichloro-ethane / 30 h / 60 °C

With hydrogen; iron(III) chloride; toluene-4-sulfonic acid; acetyl chloride; palladium on activated charcoal; In methanol; dichloromethane; water; acetic acid; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(00)81038-1

Reference yield:

: 1961-72-4,3422-31-9
3-hydroxytetradecanoic acid

: 81629-42-7
benzyl 6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O--β-D-glucopyranyl>-3-O-benzoyl-2-(DL-3-benzoyloxytetradecanoylamino)-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) N-hydroxysuccinimide, dicyclohexylcarbodiimide / 1.) 1,4-dioxane, 1 h., room temp., 2.) room temp., 1,4-dioxane

2: pyridine

3: 70percent aqueous acetic acid / 1 h / 40 - 45 °C

4: 82 percent / toluene-p-sulfonic acid monohydrate / 1,2-dichloro-ethane / 30 h / 60 °C

With pyridine; 1-hydroxy-pyrrolidine-2,5-dione; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; In 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(00)81038-1