4-Methoxyphenyl alpha-D-Mannopyranoside

Base Information

• Chemical Name: 4-Methoxyphenyl alpha-D-Mannopyranoside
• CAS No.: 28541-75-5
• Molecular Formula: C13H18 O7
• Molecular Weight: 286.282
• Hs Code.: 29389090
• ChEMBL ID: CHEMBL1173000
• DSSTox Substance ID: DTXSID20593363
• Nikkaji Number: J1.802.655D
• Wikidata: Q82487835
• Mol file: 28541-75-5.mol

Synonyms:28541-75-5;4-Methoxyphenyl alpha-D-Mannopyranoside;4-Methoxyphenyl a-D-mannopyranoside;(2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol;(2R,3S,4S,5S,6R)-2-(HYDROXYMETHYL)-6-(4-METHOXYPHENOXY)OXANE-3,4,5-TRIOL;alpha-D-Mannopyranoside, 4-methoxyphenyl;M1646;SCHEMBL8388035;CHEMBL1173000;4-Methoxyphenyl-D-mannopyranoside;DTXSID20593363;AKOS027252947;AS-62688;CS-0100939;T72226;W-202194

Chemical Property of 4-Methoxyphenyl alpha-D-Mannopyranoside

Chemical Property:

• Vapor Pressure: 1.34E-11mmHg at 25°C
• Melting Point: 154.0 to 158.0 °C
• Refractive Index: 1.6
• Boiling Point: 519oC at 760 mmHg
• Flash Point: 267.7oC
• PSA: 108.61000
• Density: 1.427g/cm3
• LogP: -1.12610
• Storage Temp.: Freezer
• Solubility.: slightly sol. in Methanol
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 286.10525291
• Heavy Atom Count: 20
• Complexity: 292

Purity/Quality:

98%, ^*data from raw suppliers

4-Methoxyphenyl a-D-mannopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O
• Isomeric SMILES: COC1=CC=C(C=C1)O[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

Technology Process of 4-Methoxyphenyl alpha-D-Mannopyranoside

There total 54 articles about 4-Methoxyphenyl alpha-D-Mannopyranoside 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: 100.0%

4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-1-α-D-mannopyranoside (17042-40-9) → p-methoxyphenyl α-D-mannopyranoside (28541-75-5,12167-34-9)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/S0040-4039(00)01497-0

Reference yield: 100.0%

p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (2872-65-3,14581-81-8,17042-40-9,84380-06-3,105260-62-6) → 4-methoxyphenyl β-D-glucopyranoside (3150-20-7,6032-32-2,28541-75-5,85481-53-4,89731-58-8,109121-56-4,121468-39-1,12167-34-9)

Guidance literature:

p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside; With methanol; sodium methylate; at 20 ℃;

With acidic ion-exchange resin; In methanol; at 20 ℃;

DOI:10.1071/CH08517

Reference yield: 100.0%

4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (2872-65-3,14581-81-8,17042-40-9,84380-06-3,105260-62-6) → 4-methoxyphenyl β-D-galactopyranoside (3150-20-7,6032-32-2,28541-75-5,85481-53-4,89731-58-8,109121-56-4,121468-39-1,12167-34-9)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1055/s-2003-40324

upstream raw materials:

p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

sodium methylate

4-methoxy-phenol

β-D-glucose pentaacetate

Downstream raw materials:

4-methoxyphenyl 4,6-O-benzylidene-β-D-glucopyranoside

D-Glucose

4-methoxy-phenol

4'-Methoxyphenyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Refernces

• 1、 Song, Wei,Sun, Yong,Xu, Lintao,Sun, Yajing,Li, Tianlu,Peng, Peng,Lou, Hongxiang. "Synthesis of nature product kinsenoside analogues with anti-inflammatory activity". supporting information. . Retrieved 2020/12/02.
• 2、 Dorokhova, Vera S.,Gerbst, Alexey G.,Komarova, Bozhena S.,Previato, José O.,Previato, Lúcia Mendon?a,Dmitrenok, Andrey S.,Shashkov, Alexander S.,Krylov, Vadim B.,Nifantiev, Nikolay E.. "Synthesis and conformational analysis of vicinally branched trisaccharide β-d-Galf-(1 → 2)-[β-d-Galf-(1 → 3)-]-α-GalpfromCryptococcus neoformansgalactoxylomannan". supporting information. p. 2923 - 2931. Retrieved 2021/04/14.