4,5,7-Tri-O-acetyl-2,6-anhydro-3-deoxy-D-lyxo-hept-2-enonamide

Base Information

• Chemical Name: 4,5,7-Tri-O-acetyl-2,6-anhydro-3-deoxy-D-lyxo-hept-2-enonamide
• CAS No.: 183233-11-6
• Molecular Formula: C₁₃H₁₇NO₈
• Molecular Weight: 315.28
• DSSTox Substance ID: DTXSID90466671
• Nikkaji Number: J1.753.101H
• Wikidata: Q82293278
• Mol file: 183233-11-6.mol

Synonyms:183233-11-6;4,5,7-Tri-O-acetyl-2,6-anhydro-3-deoxy-D-lyxo-hept-2-enonamide;[(2R,3R,4R)-3,4-diacetyloxy-6-carbamoyl-3,4-dihydro-2H-pyran-2-yl]methyl acetate;D-lyxo-Hept-2-enonamide, 2,6-anhydro-3-deoxy-, 4,5,7-triacetate;DTXSID90466671;AKOS025294772

Chemical Property of 4,5,7-Tri-O-acetyl-2,6-anhydro-3-deoxy-D-lyxo-hept-2-enonamide

Chemical Property:

• PSA: 131.22000
• LogP: -0.11880
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 315.09541650
• Heavy Atom Count: 22
• Complexity: 512

Purity/Quality:

98% ^*data from raw suppliers

4,5,7-Tri-O-acetyl-2,6-anhydro-3-deoxy-D-lyxo-hept-2-enonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,5,7-Tri-O-acetyl-2,6-anhydro-3-deoxy-D-lyxo-hept-2-enonamide

There total 1 articles about 4,5,7-Tri-O-acetyl-2,6-anhydro-3-deoxy-D-lyxo-hept-2-enonamide 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: 72.0%

4,5,7-tri-O-acetyl-2,6-anhydro-3-deoxy-D-lyxo-hept-2-enononitrile (120085-63-4) → Acetic acid (2R,3R,4R)-4-acetoxy-2-acetoxymethyl-6-carbamoyl-3,4-dihydro-2H-pyran-3-yl ester (183233-11-6)

Guidance literature:

With dichlorotetrakis(dimethylsulfoxide)ruthenium; 1-benzyl-1-azonia-3,5-diaza-7-phosphaadamantyl chloride; In water; at 105 ℃; for 2h; chemoselective reaction;

DOI:10.1016/j.tetlet.2015.09.040

upstream raw materials:

4,5,7-tri-O-acetyl-2,6-anhydro-3-deoxy-D-lyxo-hept-2-enononitrile