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

Base Information

Chemical Name:benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl>-2-deoxy-β-D-glucopyranoside
CAS No.:85065-38-9
Molecular Formula:C₅₈H₉₀N₂O₁₅
Molecular Weight:1055.36
Hs Code.:

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

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

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

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

There total 16 articles about benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl>-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: 95.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 85065-37-8
benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-2-deoxy-β-D-glucopyranosyl>-2-deoxy-β-D-glucopyranoside

: 85065-38-9
benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl>-2-deoxy-β-D-glucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 60 ℃; for 3h;
DOI:10.1016/0008-6215(83)88321-9

Reference yield:

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

: 85065-38-9
benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl>-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

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

: 85065-38-9
benzyl 2-<(3R)-3-acetoxytetradecanamido>-6-O-<2-<(3R)-3-acetoxytetradecanamido>-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl>-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 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

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