p-Nitrophenyl beta-d-ribofuranoside

Base Information

• Chemical Name: p-Nitrophenyl beta-d-ribofuranoside
• CAS No.: 59495-69-1
• Molecular Formula: C11H13NO7
• Molecular Weight: 271.227
• DSSTox Substance ID: DTXSID40974897
• Nikkaji Number: J738.474B
• Wikidata: Q82959363
• Mol file: 59495-69-1.mol

Synonyms:59495-69-1;p-nitrophenyl beta-d-ribofuranoside;(2R,3S,4R,5S)-2-(Hydroxymethyl)-5-(4-nitrophenoxy)tetrahydrofuran-3,4-diol;(2R,3S,4R,5S)-2-(HYDROXYMETHYL)-5-(4-NITROPHENOXY)OXOLANE-3,4-DIOL;4-Nitrophenyl b-D-ribofuranoside;4-Nitrophenyl pentofuranoside;SCHEMBL2926271;DTXSID40974897;DUYYBTBDYZXISX-GWOFURMSSA-N;MFCD03427330;W-200013;p-Nitrophenyl-beta-D-ribofuranoside, >=98.0% (HPLC)

Chemical Property of p-Nitrophenyl beta-d-ribofuranoside

Chemical Property:

• Boiling Point: 553.7±50.0 °C(Predicted)
• PKA: 12.77±0.70(Predicted)
• PSA: 124.97000
• Density: 1.562±0.06 g/cm3(Predicted)
• LogP: -0.06420
• Storage Temp.: ?20°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 271.06920175
• Heavy Atom Count: 19
• Complexity: 313

Purity/Quality:

98% ^*data from raw suppliers

4-Nitrophenyl b-D-ribofuranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])OC2C(C(C(O2)CO)O)O
• Isomeric SMILES: C1=CC(=CC=C1[N+](=O)[O-])O[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O

Technology Process of p-Nitrophenyl beta-d-ribofuranoside

There total 21 articles about p-Nitrophenyl beta-d-ribofuranoside 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: 91.0%

p-nitrophenyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranoside (100645-43-0) → p-nitrophenyl α-L-arabinofuranoside (22796-65-2,59495-69-1,99676-56-9,6892-58-6)

Guidance literature:

With sodium hydroxide; In methanol;

DOI:10.1016/S0040-4039(02)02381-X

Reference yield: 85.0%

p-nitrophenyl 5-O-(4'-O-acetylferuloyl)-2,3-di-O-acetyl-α-L-arabinofuranoside (535960-67-9) → p-nitrophenyl α-L-arabinofuranoside (22796-65-2,59495-69-1,99676-56-9,6892-58-6) + 4-nitrophenyl 5-O-trans-feruloyl-α-L-arabinofuranoside

Guidance literature:

With di(n-butyl)tin oxide; In methanol; dichloromethane; for 6h; chemoselective reaction; Reflux;

DOI:10.1016/j.carres.2010.03.034

Reference yield: 79.0%

p-nitrophenyl 3-O-(4'-O-acetylferuloyl)-2,5-di-O-acetyl-α-L-arabinofuranoside (1235988-90-5) → p-nitrophenyl α-L-arabinofuranoside (22796-65-2,59495-69-1,99676-56-9,6892-58-6) + p-nitrophenyl 3-O-feruloyl-α-L-arabinofuranoside (943833-83-8)

Guidance literature:

With di(n-butyl)tin oxide; In methanol; dichloromethane; for 6h; chemoselective reaction; Reflux;

DOI:10.1016/j.carres.2010.03.034

upstream raw materials:

p-nitrophenyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranoside

p-nitrophenyl 2,5-di-O-acetyl-α-L-arabinofuranoside

4-nitro-phenol

1,2,3,5-tetra-O-acetyl-L-arabinofuranose

Downstream raw materials:

4-nitro-phenol

α-L-arabinofuranoside

p-nitrophenyl α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranoside

allyl-α-L-arabinofuranoside