N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)threonyl-N⁴-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)asparagine allyl ester

Base Information

• Chemical Name: N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)threonyl-N⁴-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)asparagine allyl ester
• CAS No.: 118398-57-5
• Molecular Formula: C₄₇H₆₃N₅O₂₃
• Molecular Weight: 1066.04
• Mol file: 118398-57-5.mol

Synonyms:

Chemical Property of N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)threonyl-N⁴-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)asparagine allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)threonyl-N⁴-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)asparagine allyl ester

There total 7 articles about N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)threonyl-N⁴-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)asparagine 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:

N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)threonine allyl ester (118417-78-0) → N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)threonyl-N4-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)asparagine allyl ester (118398-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: morpholine, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / Ambient temperature

2: triethylamine, ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate / CH₂Cl₂; CHCl₃ / 48 h / Ambient temperature

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In tetrahydrofuran; dichloromethane; chloroform;

DOI:10.1021/jo00265a007

Reference yield:

C35H45N2O12P (118417-77-9) → N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)threonyl-N4-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)asparagine allyl ester (118398-57-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / tetrahydrofuran / 0 °C

2: morpholine, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / Ambient temperature

3: triethylamine, ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate / CH₂Cl₂; CHCl₃ / 48 h / Ambient temperature

With morpholine; pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In tetrahydrofuran; dichloromethane; chloroform;

DOI:10.1021/jo00265a007

Reference yield:

N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)threonine allyl ester (118417-76-8) → N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)threonyl-N4-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)asparagine allyl ester (118398-57-5)

Guidance literature:

Multi-step reaction with 4 steps

1: glacial acetic acid / tetrahydrofuran / 2 h / 0 - 20 °C

2: pyridine / tetrahydrofuran / 0 °C

3: morpholine, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / Ambient temperature

4: triethylamine, ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate / CH₂Cl₂; CHCl₃ / 48 h / Ambient temperature

With morpholine; pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In tetrahydrofuran; dichloromethane; chloroform;

DOI:10.1021/jo00265a007

upstream raw materials:

N⁴-(2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-N²-L-asparagine allyl ester hydrochloride

N-(benzyloxycarbonyl)-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine

N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)threonine allyl ester

C₃₅H₄₅N₂O₁₂P