benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-3-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-3-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranoside
CAS No.:85065-40-3
Molecular Formula:C₅₇H₉₂N₂O₁₈
Molecular Weight:1093.36
Hs Code.:

benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-3-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Synonyms:benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-3-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-3-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranoside

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Technology Process of benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-3-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranoside

There total 18 articles about benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-3-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,4-di-O-acetyl-2-deoxy-β-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: 90.0%

: 85065-39-0
benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-3-O-acetyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl>-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranoside

: 85065-40-3
benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-3-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With acetic acid; In water; at 100 ℃; for 1.5h;
DOI:10.1016/0008-6215(83)88321-9

Reference yield:

: 88862-84-4
3-hydroxy-D-tetradecanoic acid benzyl ester

: 85065-40-3
benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-3-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 35 g / sodium acetate / 2 h / 100 °C

2: 95 percent / hydrogen / 5percent Pd-C catalyst / ethyl acetate / 2 h / 50 °C / 37503 Torr

3: dicyclohexylcarbodi-imide / diethyl ether / 1 h

4: 85 percent / methanol; tetrahydrofuran / Ambient temperature

5: 95 percent / toluene-p-sulphonic acid / dimethylformamide / 1.) 50 deg C, 2 h, 2.) 4 deg C, overnight

6: 89 percent / sodium acetate / 2 h / 120 °C

7: 90 percent / aq. acetic acid / dioxane / 1 h / 90 °C

With hydrogen; sodium acetate; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; 5%-palladium/activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 88862-85-5
benzyl (3R)-3-acetoxytetradecanoate

: 85065-40-3
benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-3-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / hydrogen / 5percent Pd-C catalyst / ethyl acetate / 2 h / 50 °C / 37503 Torr

2: dicyclohexylcarbodi-imide / diethyl ether / 1 h

3: 85 percent / methanol; tetrahydrofuran / Ambient temperature

4: 95 percent / toluene-p-sulphonic acid / dimethylformamide / 1.) 50 deg C, 2 h, 2.) 4 deg C, overnight

5: 89 percent / sodium acetate / 2 h / 120 °C

6: 90 percent / aq. acetic acid / dioxane / 1 h / 90 °C

With hydrogen; sodium acetate; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; 5%-palladium/activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethyl acetate; N,N-dimethyl-formamide;