1-O-acetyl-3,4,5,7-tetra-O-benzyl-2-deoxy-2-nitro-α-D-manno-heptuolopyranose

Base Information

• Chemical Name: 1-O-acetyl-3,4,5,7-tetra-O-benzyl-2-deoxy-2-nitro-α-D-manno-heptuolopyranose
• CAS No.: 89023-69-8
• Molecular Formula: C₃₇H₃₉NO₉
• Molecular Weight: 641.718
• Mol file: 89023-69-8.mol

Synonyms:1-O-acetyl-3,4,5,7-tetra-O-benzyl-2-deoxy-2-nitro-α-D-manno-heptuolopyranose

Chemical Property of 1-O-acetyl-3,4,5,7-tetra-O-benzyl-2-deoxy-2-nitro-α-D-manno-heptuolopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-acetyl-3,4,5,7-tetra-O-benzyl-2-deoxy-2-nitro-α-D-manno-heptuolopyranose

There total 2 articles about 1-O-acetyl-3,4,5,7-tetra-O-benzyl-2-deoxy-2-nitro-α-D-manno-heptuolopyranose 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:

2,3,4,6-Tetra-O-benzyl-1-desoxy-1-nitro-D-mannopyranose (89064-72-2) → 1-O-acetyl-3,4,5,7-tetra-O-benzyl-2-deoxy-2-nitro-α-D-manno-heptuolopyranose (89023-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / dimethylformamide; diethyl ether / Ambient temperature

2: pyridine / 0 °C

With pyridine; potassium carbonate; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19830660733

Reference yield:

((3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-nitro-tetrahydro-pyran-2-yl)-methanol → 1-O-acetyl-3,4,5,7-tetra-O-benzyl-2-deoxy-2-nitro-α-D-manno-heptuolopyranose (89023-69-8) + 1-O-acetyl-3,4,5,7-tetra-O-benzyl-2-deoxy-2-nitro-β-D-manno-heptuolopyranose (89023-70-1)

Guidance literature:

With pyridine; at 0 ℃; Yield given;

DOI:10.1002/hlca.19830660733

Reference yield: 84.0%

1-O-acetyl-3,4,5,7-tetra-O-benzyl-2-deoxy-2-nitro-α-D-manno-heptuolopyranose (89023-69-8) → 1-O-acetyl-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-galacto-heptitol (89064-73-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 2.5h; Heating;

DOI:10.1002/hlca.19830660733

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-1-desoxy-1-nitro-D-mannopyranose

Downstream raw materials:

4-C-acetoxymethyl-4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-D-glycero-D-ido-nonononitrile

1-O-acetyl-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-galacto-heptitol

(2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl)methanol