benzyl 5,6,7-tri-O-acetyl-2,3-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside

Base Information

• Chemical Name: benzyl 5,6,7-tri-O-acetyl-2,3-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside
• CAS No.: 105592-31-2
• Molecular Formula: C₂₃H₃₀O₁₀
• Molecular Weight: 466.485

Synonyms:benzyl 5,6,7-tri-O-acetyl-2,3-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside

Chemical Property of benzyl 5,6,7-tri-O-acetyl-2,3-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside

Chemical Property:

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Technology Process of benzyl 5,6,7-tri-O-acetyl-2,3-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside

There total 1 articles about benzyl 5,6,7-tri-O-acetyl-2,3-O-isopropylidene-β-L-glycero-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:

acetic anhydride (108-24-7) + benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside (105592-36-7) → benzyl 5,6,7-tri-O-acetyl-2,3-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside (105592-31-2)

Guidance literature:

With pyridine; Yield given. Multistep reaction; 2.) r.t., overnight;

DOI:10.1016/S0008-6215(00)90316-1

Reference yield: 97.0%

benzyl 5,6,7-tri-O-acetyl-2,3-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside (105592-31-2) → benzyl 2,3-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside (105592-29-8)

Guidance literature:

With sodium; In methanol; for 1h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90316-1

Reference yield: 70.0%

benzyl 5,6,7-tri-O-acetyl-2,3-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside (105592-31-2) → Benzyl-5,6,7-tri-O-acetyl-L-glycero-α-D-manno-heptofuranosid (116265-15-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; water; for 1.5h; Ambient temperature;

upstream raw materials:

acetic anhydride

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

Downstream raw materials:

Benzyl-5,6,7-tri-O-acetyl-L-glycero-α-D-manno-heptofuranosid

benzyl 2,3-O-isopropylidene-β-L-glycero-D-manno-heptofuranoside

Benzyl-2,5,6,7-tetra-O-benzyl-L-glycero-α-D-manno-heptofuranosid

Benzyl-2,3,5,6-tetra-O-benzyl-L-glycero-α-D-manno-heptofuranosid

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