7-O-acetyl-1,6-anhydro-2,3,4-tri-O-benzyl-L-glycero-β-D-manno-heptopyranose

Base Information

• Chemical Name: 7-O-acetyl-1,6-anhydro-2,3,4-tri-O-benzyl-L-glycero-β-D-manno-heptopyranose
• CAS No.: 843674-44-2
• Molecular Formula: C₃₀H₃₂O₇
• Molecular Weight: 504.58
• Mol file: 843674-44-2.mol

Synonyms:7-O-acetyl-1,6-anhydro-2,3,4-tri-O-benzyl-L-glycero-β-D-manno-heptopyranose

Chemical Property of 7-O-acetyl-1,6-anhydro-2,3,4-tri-O-benzyl-L-glycero-β-D-manno-heptopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-O-acetyl-1,6-anhydro-2,3,4-tri-O-benzyl-L-glycero-β-D-manno-heptopyranose

There total 6 articles about 7-O-acetyl-1,6-anhydro-2,3,4-tri-O-benzyl-L-glycero-β-D-manno-heptopyranose 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: 92.0%

1,6-anhydro-2,3,4-tri-O-benzyl-L-glycero-β-D-manno-heptopyranose (843674-43-1) + acetic anhydride (108-24-7) → 7-O-acetyl-1,6-anhydro-2,3,4-tri-O-benzyl-L-glycero-β-D-manno-heptopyranose (843674-44-2)

Guidance literature:

With pyridine; at 20 ℃; for 1.5h;

DOI:10.1081/CAR-200044580

Reference yield:

1,6-anhydro-2,3,4-tri-O-benzyl-7,8-dideoxy-β-D-manno-oct-7-enopyranose (843674-42-0) → 7-O-acetyl-1,6-anhydro-2,3,4-tri-O-benzyl-L-glycero-β-D-manno-heptopyranose (843674-44-2)

Guidance literature:

Multi-step reaction with 3 steps

1: NaIO₄; OsO₄ / acetone; H₂O / 24 h / 20 °C

2: 359 mg / NaBH₄ / ethanol / 15 h / 20 °C

3: 92 percent / pyridine / 1.5 h / 20 °C

With pyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; In ethanol; water; acetone;

DOI:10.1081/CAR-200044580

Reference yield:

(1S,2S,3S,4S,5S,7R)-2,3,4-Tris-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-7-carbaldehyde → 7-O-acetyl-1,6-anhydro-2,3,4-tri-O-benzyl-L-glycero-β-D-manno-heptopyranose (843674-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 359 mg / NaBH₄ / ethanol / 15 h / 20 °C

2: 92 percent / pyridine / 1.5 h / 20 °C

With pyridine; sodium tetrahydroborate; In ethanol;

DOI:10.1081/CAR-200044580

upstream raw materials:

1,6-anhydro-2,3,4-tri-O-benzyl-L-glycero-β-D-manno-heptopyranose

acetic anhydride

1,6-anhydro-2,3,4-tri-O-benzyl-7,8-dideoxy-β-D-manno-oct-7-enopyranose

methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside

Downstream raw materials:

(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->4)-7-O-acetyl-1,6-anhydro-2-O-benzyl-L-glycero-β-D-manno-heptopyranose

(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->4)-7-O-acetyl-1,6-anhydro-2,3-O-isopropylidene-L-glycero-β-D-manno-heptopyranose

(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->4)-7-O-acetyl-1,6-anhydro-L-glycero-β-D-manno-heptopyranose