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

Base Information

• Chemical Name: 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
• CAS No.: 136945-20-5
• Molecular Formula: C₅₃H₆₄Cl₆N₂O₂₄
• Molecular Weight: 1325.81
• Mol file: 136945-20-5.mol

Synonyms: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

Chemical Property of 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

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-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

There total 4 articles about 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 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: 71.0%

allyl 3,6-di-O-benzyl-α-D-mannopyranoside (79317-21-8) + O-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl] trichloroacetimidate (136945-14-7) → 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 (136945-20-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 ℃; for 4h;

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

Reference yield: 48.0%

3,4,6-Tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl bromide (67124-60-1) + allyl 3,6-di-O-benzyl-α-D-mannopyranoside (79317-21-8) → 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 (136945-20-5)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at 0 ℃;

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

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-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 (136945-20-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / H₂O / acetone / 2 h / Ambient temperature

2: 87 percent / K₂CO₃ / CH₂Cl₂ / 14 h / Ambient temperature

3: 71 percent / 4 Angstroem molecular sieves, trimethylsilyltriflate / CH₂Cl₂ / 4 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; water; potassium carbonate; In dichloromethane; acetone;

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

upstream raw materials:

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

O-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl] trichloroacetimidate

[(2R,3S,4R,5R)-3,4-diacetoxy-6-hydroxy-5-(2,2,2-trichloroethoxycarbonylamino)tetrahydropyran-2-yl]methyl acetate

Downstream raw materials:

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