Allyl-O-(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-<(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->4)>-3,6-di-O-benzyl-α-D-mannopyranosid

Base Information

• Chemical Name: Allyl-O-(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-<(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->4)>-3,6-di-O-benzyl-α-D-mannopyranosid
• CAS No.: 136945-21-6
• Molecular Formula: C₅₁H₆₆N₂O₂₂
• Molecular Weight: 1059.09
• Mol file: 136945-21-6.mol

Synonyms:

Chemical Property of Allyl-O-(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-<(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->4)>-3,6-di-O-benzyl-α-D-mannopyranosid

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-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-<(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->4)>-3,6-di-O-benzyl-α-D-mannopyranosid

There total 5 articles about Allyl-O-(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-<(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->4)>-3,6-di-O-benzyl-α-D-mannopyranosid 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:

3,4,6-Tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl bromide (67124-60-1) → Allyl-O-(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-<(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->4)>-3,6-di-O-benzyl-α-D-mannopyranosid (136945-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / 4 Angstroem molecular sieves, AgO₃SCF₃ / CH₂Cl₂ / 0 °C

2: 1) Zn-powder, 2) pyridine / 1) glacial acetic acid, r.t., 2 d, 2) 7 deg C, 2 h

With pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; zinc; In dichloromethane;

DOI:10.1016/0008-6215(92)84169-S

Reference yield:

allyl 3,6-di-O-benzyl-α-D-mannopyranoside (79317-21-8) → Allyl-O-(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-<(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->4)>-3,6-di-O-benzyl-α-D-mannopyranosid (136945-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / 4 Angstroem molecular sieves, AgO₃SCF₃ / CH₂Cl₂ / 0 °C

2: 1) Zn-powder, 2) pyridine / 1) glacial acetic acid, r.t., 2 d, 2) 7 deg C, 2 h

With pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; zinc; In dichloromethane;

DOI:10.1016/0008-6215(92)84169-S

Reference yield:

[(2R,3S,4R,5R)-3,4-diacetoxy-6-hydroxy-5-(2,2,2-trichloroethoxycarbonylamino)tetrahydropyran-2-yl]methyl acetate (136945-13-6,136945-23-8) → Allyl-O-(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-<(3,4,6-tri-O-acetyl-2-acetamido-2-desoxy-β-D-glucopyranosyl)-(1->4)>-3,6-di-O-benzyl-α-D-mannopyranosid (136945-21-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / K₂CO₃ / CH₂Cl₂ / 14 h / Ambient temperature

2: 71 percent / 4 Angstroem molecular sieves, trimethylsilyltriflate / CH₂Cl₂ / 4 h / 0 °C

3: 1) Zn-powder, 2) pyridine / 1) glacial acetic acid, r.t., 2 d, 2) 7 deg C, 2 h

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; potassium carbonate; zinc; In dichloromethane;

DOI:10.1016/0008-6215(92)84169-S

upstream raw materials:

acetic anhydride

Allyl-O-<3,4,6-tri-O-acetyl-2-desoxy-2-(2,2,2-trichlorethoxycarbonylamino)-β-D-glucopyranosyl)-(1->2)-O-<<3,4,6-tri-O-acetyl-2-desoxy-2-(2,2,2-trichlorethoxycarbonylamino)-β-D-glucopyranosyl>-(1->4)>-3,6-di-O-benzyl-α-D-mannopyranosid

3,4,6-Tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl bromide

allyl 3,6-di-O-benzyl-α-D-mannopyranoside