p-Nitrophenyl alpha-D-xylopyranoside

Base Information

• Chemical Name: p-Nitrophenyl alpha-D-xylopyranoside
• CAS No.: 10238-28-5
• Molecular Formula: C₁₁H₁₃NO₇
• Molecular Weight: 271.227
• Hs Code.: 29400090
• European Community (EC) Number: 233-572-7
• DSSTox Substance ID: DTXSID10907450
• Nikkaji Number: J227.133H
• Wikidata: Q27162345
• Mol file: 10238-28-5.mol

Synonyms:10238-28-5;p-Nitrophenyl alpha-D-xylopyranoside;4-Nitrophenyl alpha-D-xylopyranoside;p-Nitrophenyl-alpha-D-xyloside;(2R,3R,4S,5R)-2-(4-Nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triol;(2R,3R,4S,5R)-2-(4-nitrophenoxy)oxane-3,4,5-triol;4-nitrophenyl alpha-D-xyloside;EINECS 233-572-7;4-Nitrophenyl a-D-xylopyranoside;PNP-alpha-D-xyloside;PNP-b-D-xylopyranoside;alpha-xylosidase substrate;4-nitrophenyl pentopyranoside;SCHEMBL110452;p-nitrophenyl alpha-D-xyloside;CHEBI:90136;a-D-Xylopyranoside,4-nitrophenyl;DTXSID10907450;(2R,3R,4S,5R)-2-(4-Nitrophenoxy)tetrahydropyran-3,4,5-triol;p-nitrophenyl-alpha-d-xylopyranoside;MFCD00067649;4-Nitrophenyl I+/--D-xylopyranoside;4-Nitrophenyl alpha -D-xylopyranoside;AKOS026674381;alpha-D-Xylopyranoside, 4-nitrophenyl;s11469;A-D-XYLOPYRANOSIDE, 4-NITROPHENYL;AS-61323;W-200004;Q27162345

Chemical Property of p-Nitrophenyl alpha-D-xylopyranoside

Chemical Property:

• Appearance/Colour: WHITE TO OFF-WHITE POWDER
• Vapor Pressure: 8.94E-12mmHg at 25°C
• Melting Point: 170-172°C
• Boiling Point: 523.2 °C at 760 mmHg
• PKA: 12.67±0.70(Predicted)
• Flash Point: 270.2 °C
• PSA: 124.97000
• Density: 1.597 g/cm³
• LogP: -0.06420
• Storage Temp.: −20°C
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 271.06920175
• Heavy Atom Count: 19
• Complexity: 313

Purity/Quality:

98%,99%, ^*data from raw suppliers

p-Nitrophenyl a-D-Xylopyranoside ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(C(O1)OC2=CC=C(C=C2)[N+](=O)[O-])O)O)O
• Isomeric SMILES: C1[C@H]([C@@H]([C@H]([C@H](O1)OC2=CC=C(C=C2)[N+](=O)[O-])O)O)O
• Uses: A chromogenic substrate for α-xylosidase. A chromogenic substrate for alpha-xylosidase

Technology Process of p-Nitrophenyl alpha-D-xylopyranoside

There total 23 articles about p-Nitrophenyl alpha-D-xylopyranoside 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%

carbon monoxide (201230-82-2) + 4-(2-(5-chloro-2-methoxybenzamido)ethyl)benzenesulfonyl azide + cyclohexylamine (108-91-8,157973-60-9) → Glibenclamid (10238-21-8)

Guidance literature:

With palladium diacetate; In acetonitrile; at 20 ℃; under 15 Torr; Schlenk technique; Sealed tube;

DOI:10.1002/anie.201600887

Reference yield: 94.0%

→ Glibenclamid (10238-21-8)

Guidance literature:

With palladium diacetate; In acetonitrile; at 20 ℃; for 12h; under 20 Torr;

Reference yield: 93.0%

5-chloro-2-methoxy-N-(4-sulfamoylphenethyl)benzamide (16673-34-0) + cyclohexylcarbamic acid phenyl ester (56379-88-5) → Glibenclamid (10238-21-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 80 ℃; for 0.0833333h; under 3750.38 Torr;

DOI:10.1002/chem.202103196

upstream raw materials:

4-nitro-phenol

2,3,4-tri-O-acetyl-α-L-arabinopyranosyl bromide

C₂₃H₂₈ClN₃O₅S*C₄₂H₇₀O₃₅

5-chloro-2-methoxy-N-(4-sulfamoylphenethyl)benzamide

Downstream raw materials:

p-amidophenyl-α-L-arabinopyranoside

p-Nitrophenyl 2,3-di-O-benzoyl-α-L-arabinopyranoside

4-nitro-phenol

Refernces

• 1、 -. "Synthesis method of glibenclamide". Paragraph 0052. . Retrieved 2018/04/26.
• 2、 -. "Synthesis technology of glibenclamide". . . Retrieved 2017/08/25.