O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

Base Information

• Chemical Name: O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide
• CAS No.: 1293922-59-4
• Molecular Formula: C₅₅H₈₂N₂O₁₀
• Molecular Weight: 931.263

Synonyms:O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

Chemical Property of O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

There total 5 articles about O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide 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:

lauric acid (143-07-7) + C43H60N2O9 → O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide (1293922-59-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c0ob00990c

Reference yield:

N-(9-fluorenylmethoxycarbonyl)-O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-L-serine allyl ester (1293922-47-0) → O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide (1293922-59-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 20 °C / Inert atmosphere

3.1: piperidine / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

With piperidine; 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c0ob00990c

Reference yield:

4-methylphenyl 4,6-0-benzylidene-2,3-di-0-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside (1293922-41-4) → O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide (1293922-59-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

2.1: 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.1: piperidine / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

With piperidine; 4-methyl-morpholine; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluorormethanesulfonic acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c0ob00990c

upstream raw materials:

lauric acid

N-(9-fluorenylmethoxycarbonyl)-O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-L-serine allyl ester

4-methylphenyl 4,6-0-benzylidene-2,3-di-0-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

Downstream raw materials:

O-(2,3-di-O-para-methoxybenzyl-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

C₄₈H₇₇N₅O₉

O-(6-amino-6-deoxy-2,3-di-O-para-methoxybenzyl-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

O-(6-[(8-phenyloctanoyl)amino]-6-deoxy-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

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