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

Base Information

Chemical Name:O-(6-[(8-phenyloctanoyl)amino]-6-deoxy-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide
CAS No.:1293922-63-0
Molecular Formula:C₄₆H₈₁N₃O₈
Molecular Weight:804.164
Hs Code.:

Synonyms:

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

Chemical Property:

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

There total 11 articles about O-(6-[(8-phenyloctanoyl)amino]-6-deoxy-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:

: C₆₂H₉₇N₃O₁₀

: 1293922-63-0
O-(6-[(8-phenyloctanoyl)amino]-6-deoxy-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;
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

: 1293922-63-0
O-(6-[(8-phenyloctanoyl)amino]-6-deoxy-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

Guidance literature:: Multi-step reaction with 10 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

9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

10.1: trifluoroacetic acid / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

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; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 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

: 1293922-63-0
O-(6-[(8-phenyloctanoyl)amino]-6-deoxy-α-D-galactopyranosyl)-N-dodecanoyl-L-serine undecylamide

Guidance literature:: Multi-step reaction with 11 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

10.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

11.1: trifluoroacetic acid / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

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; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c0ob00990c