allyl O-(3,4,6-tri-O-acetyl-2-chloroacetamido-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: allyl O-(3,4,6-tri-O-acetyl-2-chloroacetamido-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside
• CAS No.: 129437-68-9
• Molecular Formula: C₃₉H₄₉ClN₂O₁₄
• Molecular Weight: 805.276
• Mol file: 129437-68-9.mol

Synonyms:

Chemical Property of allyl O-(3,4,6-tri-O-acetyl-2-chloroacetamido-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl O-(3,4,6-tri-O-acetyl-2-chloroacetamido-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 5 articles about allyl O-(3,4,6-tri-O-acetyl-2-chloroacetamido-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 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: 44.0%

allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (63064-54-0) + 1,3,4,6-tetra-O-acetyl-2-chloroacetamido-2-deoxy-β-D-glucopyranoside (68499-56-9) → allyl 3,4,6-tri-O-acetyl-2-(chloroacetamido)-2-deoxy-β-D-glucopyranoside (72333-25-6) + allyl O-(3,4,6-tri-O-acetyl-2-chloroacetamido-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (129437-68-9) + allyl O-(3,4,6-tri-O-acetyl-2-chloroacetamido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (129437-72-5)

Guidance literature:

With 3 A molecular sieve; iron(III) chloride; In dichloromethane; for 30h; Heating;

DOI:10.1016/0008-6215(90)84083-7

Reference yield:

allyl 2-acetamido-2-deoxy-α-D-glucopyranoside (54400-75-8) → allyl O-(3,4,6-tri-O-acetyl-2-chloroacetamido-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (129437-68-9)

Guidance literature:

Multi-step reaction with 3 steps

1: p-TosOH

2: 89 percent / NaBH₃CN

3: 29 percent / FeCl₃, molecular sieves (3 Angstroem) / CH₂Cl₂ / 30 h / Heating

With 3 A molecular sieve; iron(III) chloride; sodium cyanoborohydride; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1016/0008-6215(90)84083-7

Reference yield:

allyl 2-acetamido-2-deoxy-4,6-O-benzylidene-α-D-glucopyranoside (63064-49-3) → allyl O-(3,4,6-tri-O-acetyl-2-chloroacetamido-2-deoxy-α-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (129437-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / NaBH₃CN

2: 29 percent / FeCl₃, molecular sieves (3 Angstroem) / CH₂Cl₂ / 30 h / Heating

With 3 A molecular sieve; iron(III) chloride; sodium cyanoborohydride; In dichloromethane;

DOI:10.1016/0008-6215(90)84083-7

upstream raw materials:

allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

1,3,4,6-tetra-O-acetyl-2-chloroacetamido-2-deoxy-β-D-glucopyranoside

allyl 2-acetamido-2-deoxy-4,6-O-benzylidene-α-D-glucopyranoside

allyl 2-acetamido-2-deoxy-α-D-glucopyranoside