beta-d-Mannopyranosyl azide

Base Information

• Chemical Name: beta-d-Mannopyranosyl azide
• CAS No.: 65864-61-1
• Molecular Formula: C₆H₁₁N₃O₅
• Molecular Weight: 205.17
• DSSTox Substance ID: DTXSID101313138
• Nikkaji Number: J1.324.040J
• Mol file: 65864-61-1.mol

Synonyms:beta-d-mannopyranosyl azide;SCHEMBL14698482;DTXSID101313138;65864-61-1

Chemical Property of beta-d-Mannopyranosyl azide

Chemical Property:

• XLogP3: -1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 205.06987046
• Heavy Atom Count: 14
• Complexity: 244

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)N=[N+]=[N-])O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)N=[N+]=[N-])O)O)O)O

Technology Process of beta-d-Mannopyranosyl azide

There total 1 articles about beta-d-Mannopyranosyl azide 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:

D-Mannose (530-26-7) → α-D-mannopyranosyl azide (51970-29-7) + β-D-mannopyranosyl azide (65864-61-1)

Guidance literature:

With N-chloro-succinimide; lithium azide; triphenylphosphine; In N,N-dimethyl-formamide; at 5 ℃; for 24h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)76789-X

Reference yield: 100.0%

β-D-mannopyranosyl azide (65864-61-1) → β-D-mannopyranosyl amine (7388-99-0,50444-86-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃;

DOI:10.1016/j.cclet.2018.12.014

Reference yield: 85.0%

β-D-mannopyranosyl azide (65864-61-1) + 4β-(prop-2-ynyloxy)epipodophyllotoxin (1310349-59-7) → 4β-(1-D-mannosyl-4-methyl-1,2,3-triazolyl)epipodophyllotoxin

Guidance literature:

With 1,3-bis(2,4,6-trimethylphenyl)imidazole-2-ylidene silver chloride; In ethanol; at 20 ℃; for 0.5h;

DOI:10.1080/14786419.2019.1610958

upstream raw materials:

D-Mannose

Downstream raw materials:

2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl azide

methyl (2,3,4-tri-O-acetyl-β-D-mannopyranosyl azide)uronate

2,3,4-tri-O-acetyl-6-O-p-tolylsulfonyl-β-D-mannopyranosyl azide

1-amino-2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-mannopyranose