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

Base Information

Chemical Name:O-(6-amino-6-deoxy-2,3-di-O-para-methoxybenzyl-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide
CAS No.:1293922-61-8
Molecular Formula:C₄₈H₇₉N₃O₉
Molecular Weight:842.17
Hs Code.:

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

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

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

There total 9 articles about O-(6-amino-6-deoxy-2,3-di-O-para-methoxybenzyl-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: 86.0%

: 1332746-79-8
C₄₈H₇₇N₅O₉

: 1293922-61-8
O-(6-amino-6-deoxy-2,3-di-O-para-methoxybenzyl-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

Guidance literature:: With palladium on carbon; hydrogen; In methanol; dichloromethane; for 6h; under 36778.6 Torr;
DOI:10.1039/c0ob00990c

Reference yield:

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

: 1293922-61-8
O-(6-amino-6-deoxy-2,3-di-O-para-methoxybenzyl-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

Guidance literature:: Multi-step reaction with 8 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

5.1: vanadyl triflate / methanol; dichloromethane; acetonitrile / 6 h / 20 °C / Inert atmosphere

6.1: pyridine / 12.17 h / 0 - 20 °C / Inert atmosphere

7.1: sodium azide / N,N-dimethyl-formamide / 12 h / 80 °C / Inert atmosphere

8.1: palladium on carbon; hydrogen / methanol; dichloromethane / 6 h / 36778.6 Torr

With piperidine; 4-methyl-morpholine; pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; vanadyl triflate; palladium on carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c0ob00990c

Reference yield:

: 1293922-41-4
4-methylphenyl 4,6-0-benzylidene-2,3-di-0-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside

: 1293922-61-8
O-(6-amino-6-deoxy-2,3-di-O-para-methoxybenzyl-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

Guidance literature:: Multi-step reaction with 9 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

6.1: vanadyl triflate / methanol; dichloromethane; acetonitrile / 6 h / 20 °C / Inert atmosphere

7.1: pyridine / 12.17 h / 0 - 20 °C / Inert atmosphere

8.1: sodium azide / N,N-dimethyl-formamide / 12 h / 80 °C / Inert atmosphere

9.1: palladium on carbon; hydrogen / methanol; dichloromethane / 6 h / 36778.6 Torr

With piperidine; 4-methyl-morpholine; pyridine; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; vanadyl triflate; trifluorormethanesulfonic acid; palladium on carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c0ob00990c