a-D-Mannopyranoside, 2-azidoethyl, 2,3,4,6-tetraacetate

Base Information

• Chemical Name: a-D-Mannopyranoside, 2-azidoethyl, 2,3,4,6-tetraacetate
• CAS No.: 140428-83-7
• Molecular Formula: C₁₆H₂₃N₃O₁₀
• Molecular Weight: 417.373
• Hs Code.: 2938909090
• DSSTox Substance ID: DTXSID901206543
• Nikkaji Number: J1.628.528E

Synonyms:140428-83-7;a-D-Mannopyranoside, 2-azidoethyl, 2,3,4,6-tetraacetate;2-azidoethyl 2,3,4,6-tetra-o-acetyl-alpha-d-mannopyranoside;[(2R,3R,4S,5S,6S)-3,4,5-triacetyloxy-6-(2-azidoethoxy)oxan-2-yl]methyl acetate;SCHEMBL15512519;alpha-d-mannopyranoside, 2-azidoethyl, 2,3,4,6-tetraacetate;DTXSID901206543;MFCD19981031;2-AZidoethyl-2,3,4,6-tetra-o-acetyl-alpha-D-mannopyranoside;2-Azidoethyl2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranoside;1-O-(2-Azidoethyl)-alpha-D-mannopyranose 2,3,4,6-tetraacetate

Chemical Property of a-D-Mannopyranoside, 2-azidoethyl, 2,3,4,6-tetraacetate

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 13
• Exact Mass: 417.13834394
• Heavy Atom Count: 29
• Complexity: 663

Purity/Quality:

95% ^*data from raw suppliers

2-Azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OCC1C(C(C(C(O1)OCCN=[N+]=[N-])OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)OCCN=[N+]=[N-])OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of a-D-Mannopyranoside, 2-azidoethyl, 2,3,4,6-tetraacetate

There total 24 articles about a-D-Mannopyranoside, 2-azidoethyl, 2,3,4,6-tetraacetate 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: 99.0%

2'-bromoethyl-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (16977-78-9,85193-55-1,86651-40-3,86651-32-3) → 2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (140428-83-7)

Guidance literature:

With Caswell No_. 744A; Tetrabutylammonium bromide; In dimethyl sulfoxide; at 20 ℃; for 23.5h; Darkness;

DOI:10.1039/c8ob01617h

Reference yield: 95.3%

(2-chloroethyl)-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (849420-02-6) → 2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (140428-83-7)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 72h;

DOI:10.1016/j.carres.2009.08.033

Reference yield: 94.0%

2′-bromoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside → 2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (140428-83-7)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃;

upstream raw materials:

D-Mannose pentaacetate

2-azidoethanol

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

2'-bromoethyl-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Downstream raw materials:

C₂₄H₃₀N₄O₁₀

C₁₂₀H₁₈₆N₃₀O₆₆

C₁₂₃H₁₉₂N₃₀O₆₉

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