2-O-acetyl-3,4,6-tri-O-benzyl-D-mannono-1,5-lactone

Base Information

• Chemical Name: 2-O-acetyl-3,4,6-tri-O-benzyl-D-mannono-1,5-lactone
• CAS No.: 651718-17-1
• Molecular Formula: C₂₉H₃₀O₇
• Molecular Weight: 490.553
• Mol file: 651718-17-1.mol

Synonyms:2-O-acetyl-3,4,6-tri-O-benzyl-D-mannono-1,5-lactone

Chemical Property of 2-O-acetyl-3,4,6-tri-O-benzyl-D-mannono-1,5-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-O-acetyl-3,4,6-tri-O-benzyl-D-mannono-1,5-lactone

There total 6 articles about 2-O-acetyl-3,4,6-tri-O-benzyl-D-mannono-1,5-lactone 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: 90.0%

acetic acid (64-19-7,77671-22-8) + 3,4,6-tri-O-benzyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose (68681-00-5) → 2-O-acetyl-3,4,6-tri-O-benzyl-D-mannono-1,5-lactone (651718-17-1)

Guidance literature:

acetic acid; 3,4,6-tri-O-benzyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose; In water; at 20 ℃; for 0.333333h;

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In acetonitrile; at 20 ℃; for 0.0833333h;

DOI:10.1021/jo049061w

Reference yield: 79.0%

2-O-acetyl-3,4,6-tri-O-benzyl-D-mannopyranoside (129214-38-6) → 2-O-acetyl-3,4,6-tri-O-benzyl-D-mannono-1,5-lactone (651718-17-1)

Guidance literature:

With acetic anhydride; dimethyl sulfoxide; at 30 ℃;

DOI:10.1021/ol4021699

Reference yield:

3,4,6-O-tri-benzyl-1,2-O-[1-(RS)-methoxyethylidene]-β-D-mannopyranose → 2-O-acetyl-3,4,6-tri-O-benzyl-D-mannono-1,5-lactone (651718-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / water / 12 h / 20 °C

2: dimethyl sulfoxide; acetic anhydride / 30 °C

With acetic anhydride; acetic acid; dimethyl sulfoxide; In water;

DOI:10.1021/ol4021699

upstream raw materials:

2-O-acetyl-3,4,6-tri-O-benzyl-D-mannopyranoside

acetic acid

3,4,6-tri-O-benzyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

Downstream raw materials:

3-O-acetyl-2,5-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-manno-hept-1-enitol

1-(3',4',6'-tri-O-benzyl-β-D-mannopyranosyl)prop-2-ene

1-(2'-O-acetyl-3',4',6'-tri-O-benzyl-β-D-mannopyranosyl)prop-2-ene