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

Base Information

• Chemical Name: N-(9-fluorenylmethoxycarbonyl)-O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-L-serine allyl ester
• CAS No.: 1293922-47-0
• Molecular Formula: C₅₀H₅₁NO₁₂
• Molecular Weight: 857.954
• Mol file: 1293922-47-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about N-(9-fluorenylmethoxycarbonyl)-O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-L-serine allyl ester 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: 63.0%

4-methylphenyl 4,6-0-benzylidene-2,3-di-0-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside (1293922-41-4) + N-(9-fluorenylmethoxycarbonyl)-L-serine allyl ester (136497-85-3) → N-(9-fluorenylmethoxycarbonyl)-O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-L-serine allyl ester (1293922-47-0)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 0.5h; Molecular sieve; 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) → C47H47NO12

Guidance literature:

N-(9-fluorenylmethoxycarbonyl)-O-(2,3-di-O-para-methoxybenzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-L-serine allyl ester; With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In water; ethyl acetate; 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) → C55H84N2O12S

Guidance literature:

Multi-step reaction with 6 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

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

DOI:10.1039/c0ob00990c

upstream raw materials:

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

N-(9-fluorenylmethoxycarbonyl)-L-serine allyl ester

Downstream raw materials:

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

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