(5-Azido-3-benzoyloxy-2-methoxyoxan-4-yl) benzoate

Base Information

• Chemical Name: (5-Azido-3-benzoyloxy-2-methoxyoxan-4-yl) benzoate
• CAS No.: 13143-95-8
• Molecular Formula: C₂₀H₁₉N₃O₆
• Molecular Weight: 397.387
• NSC Number: 94669
• DSSTox Substance ID: DTXSID30398402
• Mol file: 13143-95-8.mol

Synonyms:13143-95-8;(5-azido-3-benzoyloxy-2-methoxyoxan-4-yl) benzoate;DTXSID30398402;NSC94669;NSC-94669

Chemical Property of (5-Azido-3-benzoyloxy-2-methoxyoxan-4-yl) benzoate

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 397.12738533
• Heavy Atom Count: 29
• Complexity: 611

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(C(CO1)N=[N+]=[N-])OC(=O)C2=CC=CC=C2)OC(=O)C3=CC=CC=C3

Technology Process of (5-Azido-3-benzoyloxy-2-methoxyoxan-4-yl) benzoate

There total 9 articles about (5-Azido-3-benzoyloxy-2-methoxyoxan-4-yl) benzoate 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: 93.0%

methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-β-D-xylopyranoside (83158-32-1) → methyl 4-azido-2,3-di-O-benzoyl-4-deoxy-β-L-arabinopyranoside (13143-95-8)

Guidance literature:

With sodium azide; In dimethyl sulfoxide; at 90 ℃; for 15h;

DOI:10.1055/s-0030-1258174

Reference yield: 85.0%

methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-α-D-xylopyranoside (83158-23-0) → methyl 4-azido-2,3-di-O-benzoyl-4-deoxy-β-L-arabinopyranoside (13143-95-8)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1016/S0040-4039(00)98635-0

Reference yield: 81.0%

methyl 2,3-di-O-benzoyl-4-bromo-4-deoxy-D-xylopyranoside (18930-05-7,54621-46-4,101242-40-4) → methyl 4-azido-2,3-di-O-benzoyl-4-deoxy-β-L-arabinopyranoside (13143-95-8)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 86 ℃; for 72h;

DOI:10.1016/S0040-4039(00)98635-0

upstream raw materials:

methyl 2,3-di-O-benzoyl-4-bromo-4-deoxy-D-xylopyranoside

methyl 2,3-di-O-benzoyl-4-O-p-toluenesulfonyl-α-D-xylopyranoside

methyl 2,3-di-O-benzoyl-4-O-trifluoromethylsulfonyl-α-L-arabinopyranoside

methyl 2,3-di-O-benzoyl-β-L-arabinopyranozide

Downstream raw materials:

methyl 4-azido-4-deoxy-β-L-arabinopyranoside