6-(benzyloxy)-6-oxohexyl 2-O-[3-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl]-3,4-di-O-benzyl-6-deoxy-β-L-mannopyranoside

Base Information

• Chemical Name: 6-(benzyloxy)-6-oxohexyl 2-O-[3-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl]-3,4-di-O-benzyl-6-deoxy-β-L-mannopyranoside
• CAS No.: 872333-42-1
• Molecular Formula: C₅₅H₆₄O₁₂
• Molecular Weight: 917.106
• Mol file: 872333-42-1.mol

Synonyms:6-(benzyloxy)-6-oxohexyl 2-O-[3-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl]-3,4-di-O-benzyl-6-deoxy-β-L-mannopyranoside

Chemical Property of 6-(benzyloxy)-6-oxohexyl 2-O-[3-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl]-3,4-di-O-benzyl-6-deoxy-β-L-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(benzyloxy)-6-oxohexyl 2-O-[3-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl]-3,4-di-O-benzyl-6-deoxy-β-L-mannopyranoside

There total 7 articles about 6-(benzyloxy)-6-oxohexyl 2-O-[3-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl]-3,4-di-O-benzyl-6-deoxy-β-L-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: 82.0%

6-(benzyloxy)-6-oxohexyl 3,4-di-O-benzyl-6-deoxy-β-L-mannopyranoside (872333-41-0) + methyl 3-O-acetyl-2,4-di-O-benzyl-6-deoxy-1-thio-α-L-mannopyranoside → 6-(benzyloxy)-6-oxohexyl 2-O-[3-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl]-3,4-di-O-benzyl-6-deoxy-β-L-mannopyranoside (872333-42-1)

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/j.carres.2005.09.015

Reference yield:

benzyl 6-{[(trifluoromethyl)sulfonyl]oxy}hexanoate (872333-40-9) → 6-(benzyloxy)-6-oxohexyl 2-O-[3-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl]-3,4-di-O-benzyl-6-deoxy-β-L-mannopyranoside (872333-42-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dibutyloxostannane / toluene / 2 h / Heating

1.2: 52 percent / 3A MS; CsF / acetonitrile / 2 h / 20 °C

2.1: 4A MS / CH₂Cl₂ / 0.25 h / 20 °C

2.2: 82 percent / NIS; AgOTf / CH₂Cl₂ / 0.5 h / 20 °C

With di(n-butyl)tin oxide; In dichloromethane; toluene;

DOI:10.1002/hlca.200690106

Reference yield:

6-hydroxyhexanoic acid phenylmethyl ester (125878-06-0) → 6-(benzyloxy)-6-oxohexyl 2-O-[3-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl]-3,4-di-O-benzyl-6-deoxy-β-L-mannopyranoside (872333-42-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 100 percent / K₂CO₃ / CH₂Cl₂ / 1 h / -20 °C

2.1: dibutyloxostannane / toluene / 2 h / Heating

2.2: 52 percent / 3A MS; CsF / acetonitrile / 2 h / 20 °C

3.1: 4A MS / CH₂Cl₂ / 0.25 h / 20 °C

3.2: 82 percent / NIS; AgOTf / CH₂Cl₂ / 0.5 h / 20 °C

With di(n-butyl)tin oxide; potassium carbonate; In dichloromethane; toluene;

DOI:10.1002/hlca.200690106

upstream raw materials:

6-(benzyloxy)-6-oxohexyl 3,4-di-O-benzyl-6-deoxy-β-L-mannopyranoside

benzyl 6-{[(trifluoromethyl)sulfonyl]oxy}hexanoate

hexahydro-2H-oxepin-2-one

6-hydroxyhexanoic acid phenylmethyl ester

Downstream raw materials:

6-methoxy-6-oxohexyl O-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl-(1->3)-O-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl-(1->2)-3,4-di-O-benzyl-6-deoxy-β-L-mannopyranoside

6-methoxy-6-oxohexyl O-3-O-acetyl-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl-(1->3)-O-2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl-(1->2)-3,4-di-O-benzyl-6-deoxy-β-L-mannopyranoside

6-methoxy-6-oxohexyl 3,4-di-O-benzyl-2-O-(2,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl)-6-deoxy-β-L-mannopyranoside