O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

Base Information

• Chemical Name: O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride
• CAS No.: 169237-20-1
• Molecular Formula: C₅₆H₅₄FNO₁₃
• Molecular Weight: 968.042
• Mol file: 169237-20-1.mol

Synonyms:

Chemical Property of O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

There total 2 articles about O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride 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:

C56H54ClNO13 → O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride (169237-20-1)

Guidance literature:

With silver fluoride; In acetonitrile; Yield given; Ambient temperature;

DOI:10.1246/bcsj.68.1449

Reference yield:

O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-D-glucopyranoside → O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride (169237-20-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / dimethylformamide; CH₂Cl₂ / Ambient temperature

2: AgF / acetonitrile / Ambient temperature

With thionyl chloride; silver fluoride; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1246/bcsj.68.1449

Reference yield:

benzyl 3,4-di-O-benzyl-α-L-rhamnopyranoside (62774-10-1) + O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride (169237-20-1) → benzyl O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-mannopyranosyl)-(1<*>4)-O-(2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-(1<*>2)-3,4-di-O-benzyl-α-L-rhamnopyranoside + benzyl O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-mannopyranosyl)-(1<*>4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1<*>2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:

With silver perchlorate; tin(ll) chloride; In dichloromethane; for 20h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1246/bcsj.68.1449

Downstream raw materials:

N-{(2R,3S,4R,5S,6R)-2-[(2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4R,5S,6S)-2,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide