1,6-Anhydro-2-azido-3-O-benzyl-2-desoxy-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-β-D-glucopyranose

Base Information

• Chemical Name: 1,6-Anhydro-2-azido-3-O-benzyl-2-desoxy-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-β-D-glucopyranose
• CAS No.: 97783-74-9
• Molecular Formula: C₂₅H₃₀N₆O₁₁
• Molecular Weight: 590.547
• Mol file: 97783-74-9.mol

Synonyms:

Chemical Property of 1,6-Anhydro-2-azido-3-O-benzyl-2-desoxy-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-Anhydro-2-azido-3-O-benzyl-2-desoxy-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-β-D-glucopyranose

There total 4 articles about 1,6-Anhydro-2-azido-3-O-benzyl-2-desoxy-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-β-D-glucopyranose 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: 48.0%

1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose (55682-57-0) + 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide (95451-93-7) → 1,6-Anhydro-2-azido-3-O-benzyl-2-desoxy-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-β-D-glucopyranose (97783-74-9)

Guidance literature:

With Ag-silicat; In toluene;

Reference yield:

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside (68733-20-0) → 1,6-Anhydro-2-azido-3-O-benzyl-2-desoxy-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-β-D-glucopyranose (97783-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Titantetrabromid

2: Silbersilicat / toluene

With Silbersilicat; titanium(IV) bromide; In toluene;

DOI:10.1016/0008-6215(84)85195-2

Reference yield:

D-glucal triacetate (2873-29-2) → 1,6-Anhydro-2-azido-3-O-benzyl-2-desoxy-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-β-D-glucopyranose (97783-74-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) (NH₄)23)6>, NaN₃ / 1.) acetonitrile, ethylacetate, -40 deg C

2: Titantetrabromid

3: Silbersilicat / toluene

With sodium azide; ammonium cerium(IV) nitrate; Silbersilicat; titanium(IV) bromide; In toluene;

DOI:10.1016/0008-6215(84)85195-2

upstream raw materials:

1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside

D-glucal triacetate

Downstream raw materials:

1,6-Anhydro-2-azido-4-O-(2-azido-2-desoxy-β-D-mannopyranosyl)-3-O-benzyl-2-desoxy-β-D-glucopyranose

(2S,3S,4R,5S,6R)-3,4-Diacetoxy-6-((2R,3S,4R,5R)-6-acetoxy-2-acetoxymethyl-5-azido-4-benzyloxy-tetrahydro-pyran-3-yloxy)-5-azido-tetrahydro-pyran-2-carboxylic acid benzyl ester

(2S,3S,4R,5S,6R)-3,4-Diacetoxy-6-((2R,3S,4R,5R)-2-acetoxymethyl-5-azido-4-benzyloxy-6-chloro-tetrahydro-pyran-3-yloxy)-5-azido-tetrahydro-pyran-2-carboxylic acid benzyl ester

1,6-Anhydro-2-azido-3-O-benzyl-4-O--2-desoxy-β-D-glucopyranose