pent-4-enyl 2,6-di-O-acetyl-3-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-α-D-mannopyranoside

Base Information

• Chemical Name: pent-4-enyl 2,6-di-O-acetyl-3-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-α-D-mannopyranoside
• CAS No.: 150772-57-9
• Molecular Formula: C₅₇H₆₁NO₁₄
• Molecular Weight: 984.11
• Mol file: 150772-57-9.mol

Synonyms:pent-4-enyl 2,6-di-O-acetyl-3-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-α-D-mannopyranoside

Chemical Property of pent-4-enyl 2,6-di-O-acetyl-3-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pent-4-enyl 2,6-di-O-acetyl-3-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-α-D-mannopyranoside

There total 1 articles about pent-4-enyl 2,6-di-O-acetyl-3-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-α-D-mannopyranoside 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: 79.0%

pent-4-enyl 2,6-di-O-acetyl-3-O-benzyl-α-D-mannopyranoside (150772-56-8) + 3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl trichloroacetimidate (150772-55-7) → pent-4-enyl 2,6-di-O-acetyl-3-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-α-D-mannopyranoside (150772-57-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In toluene; at -20 ℃; for 2h;

DOI:10.1021/ja00070a048

Reference yield:

acetic anhydride (108-24-7) + pent-4-enyl 2,6-di-O-acetyl-3-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-α-D-mannopyranoside (150772-57-9) → N-[(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-2-((2R,3R,4R,5S,6S)-4-benzyloxy-5-hydroxy-2-hydroxymethyl-6-pent-4-enyloxy-tetrahydro-pyran-3-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:

With methylamine; Yield given. Multistep reaction; 1.) EtOH, 70 deg C, 35 h, 2.) EtOH, 3 h;

DOI:10.1021/ja00110a011

Reference yield:

acetic anhydride (108-24-7) + pent-4-enyl 2,6-di-O-acetyl-3-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-α-D-mannopyranoside (150772-57-9) + Chloroacetic anhydride (541-88-8) → pent-4-enyl 4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2-O-acetyl-3-O-benzyl-6-O-(chloroacetyl)-α-D-mannopyranoside (150772-65-9)

Guidance literature:

With triethylamine; methylamine; Yield given. Multistep reaction;

DOI:10.1021/ja00070a048

upstream raw materials:

pent-4-enyl 2,6-di-O-acetyl-3-O-benzyl-α-D-mannopyranoside

3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl trichloroacetimidate

Downstream raw materials:

pent-4-enyl 4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2-O-acetyl-3-O-benzyl-6-O-(chloroacetyl)-α-D-mannopyranoside