Phenyl beta-D-galactopyranoside

Base Information

• Chemical Name: Phenyl beta-D-galactopyranoside
• CAS No.: 2818-58-8
• Molecular Formula: C12H16O6
• Molecular Weight: 256.255
• Hs Code.: 2932999099
• European Community (EC) Number: 220-573-2
• DSSTox Substance ID: DTXSID501031122
• Nikkaji Number: J150.784B
• Wikidata: Q27107772
• Metabolomics Workbench ID: 68069
• ChEMBL ID: CHEMBL4464291
• Mol file: 2818-58-8.mol

Synonyms:phenyl-beta-D-galactopyranoside;phenyl-beta-galactoside;phenyl-D-galactopyranoside;phenyl-D-galactopyranoside, (alpha-D)-isomer;phenyl-D-galactopyranoside, (beta-D)-isomer

Chemical Property of Phenyl beta-D-galactopyranoside

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 4.17E-10mmHg at 25°C
• Melting Point: 153-155 °C(lit.)
• Refractive Index: -42 ° (C=2.3, H2O)
• Boiling Point: 482.1 °C at 760 mmHg
• PKA: 12.70±0.70(Predicted)
• Flash Point: 245.4 °C
• PSA: 99.38000
• Density: 1.451 g/cm³
• LogP: -1.13470
• Storage Temp.: 2-8°C
• Water Solubility.: very faint turbidity in Water
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 256.09468823
• Heavy Atom Count: 18
• Complexity: 255

Purity/Quality:

98%, ^*data from raw suppliers

Phenyl b-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phenyl beta-D-galactopyranoside

There total 18 articles about Phenyl beta-D-galactopyranoside 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: 96.0%

phenyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (2872-72-2) → phenyl-β-D-galactopyranoside (2818-58-8)

Guidance literature:

With methanol; sodium methylate; at 20 ℃;

DOI:10.1021/ja020627c

Reference yield: 65.0%

phenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside (1259428-56-2) → phenyl α-D-mannoopyranoside (1464-44-4,2818-58-8,2871-15-0,3332-35-2,3443-20-7,4630-62-0,15548-42-2,21797-50-2,28278-26-4,34246-15-6,39031-68-0,39031-69-1,56390-15-9,99530-31-1,104759-98-0)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm101011y

Reference yield: 55.0%

phenyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (2872-72-2,3427-45-0,4468-72-8,18463-30-4,30657-71-7,37797-55-0,37797-56-1,39031-66-8,39031-67-9,94798-88-6) → phenyl α-D-mannoopyranoside (1464-44-4,2818-58-8,2871-15-0,3332-35-2,3443-20-7,4630-62-0,15548-42-2,21797-50-2,28278-26-4,34246-15-6,39031-68-0,39031-69-1,56390-15-9,99530-31-1,104759-98-0)

Guidance literature:

With sodium methylate; for 2h; Heating;

upstream raw materials:

phenyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

D-Mannose pentaacetate

phenol

β-D-mannopyranose pentaacetate

Downstream raw materials:

1,6-anhydro-β-D-galactopyranose

phenyl 4,6-O-(S)-benzylidene-β-D-galactopyranoside

phenyl 4,6-O-para-methoxybenzylidene-β-D-galactopyranoside

phenyl 4,6-O-benzylidene-2,3-dideoxy-3-C-nitro-α-D-erythro-hex-2-enopyranoside

Refernces

• 1、 Kalas, Vasilios,Hibbing, Michael E.,Maddirala, Amarendar Reddy,Chugani, Ryan,Pinkner, Jerome S.,Mydock-McGrane, Laurel K.,Conover, Matt S.,Janetka, James W.,Hultgren, Scott J.. "Structure-based discovery of glycomimetic FmlH ligands as inhibitors of bacterial adhesion during urinary tract infection". . p. E2819 - E2828. Retrieved 2018/03/27.
• 2、 -. "COMPOUNDS AND METHODS FOR TREATING BACTERIAL INFECTIONS". Page/Page column 69-70. . Retrieved 2011/05/06.