benzyl 2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-mannoheptopyranosyl-(1->7)-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside

Base Information

• Chemical Name: benzyl 2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-mannoheptopyranosyl-(1->7)-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside
• CAS No.: 1334806-68-6
• Molecular Formula: C₃₄H₄₆O₁₈
• Molecular Weight: 742.728
• Mol file: 1334806-68-6.mol

Synonyms:benzyl 2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-mannoheptopyranosyl-(1->7)-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside

Chemical Property of benzyl 2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-mannoheptopyranosyl-(1->7)-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-mannoheptopyranosyl-(1->7)-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside

There total 2 articles about benzyl 2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-mannoheptopyranosyl-(1->7)-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside 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: 46.0%

benzyl 2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-mannoheptopyranosyl-(1->7)-(E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside → benzyl 2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-mannoheptopyranosyl-(1->7)-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside (1334806-68-6) + C34H46O18

Guidance literature:

With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In acetone; at 20 ℃; for 3.5h; optical yield given as %de;

DOI:10.1016/j.carres.2011.05.033

Reference yield:

benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside (105592-36-7) → benzyl 2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-mannoheptopyranosyl-(1->7)-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside (1334806-68-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 3 h / 0 °C / Molecular sieve; Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

1.3: 30 h / 20 °C

2.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone / 3.5 h / 20 °C

With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In dichloromethane; acetone;

DOI:10.1016/j.carres.2011.05.033

Reference yield: 99.0%

benzyl 2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-mannoheptopyranosyl-(1->7)-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside (1334806-68-6) → benzyl L-glycero-α-D-manno-heptopyranosyl-(1->7)-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside (1334806-70-0)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 3.5h;

DOI:10.1016/j.carres.2011.05.033

upstream raw materials:

benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside

Downstream raw materials:

benzyl L-glycero-α-D-manno-heptopyranosyl-(1->7)-2,3-O-isopropylidene-L-glycero-α-D-manno-heptofuranoside