Methyl beta-D-galactopyranoside

Base Information

• Chemical Name: Methyl beta-D-galactopyranoside
• CAS No.: 1824-94-8
• Molecular Formula: C7H14O6
• Molecular Weight: 194.185
• Hs Code.: 29389090
• European Community (EC) Number: 217-361-7
• UNII: 64RYD088RJ
• DSSTox Substance ID: DTXSID901017001
• Nikkaji Number: J150.777J
• Wikidata: Q27094900
• Metabolomics Workbench ID: 49878
• ChEMBL ID: CHEMBL442951
• Mol file: 1824-94-8.mol

Synonyms:3-O-methyl-D-galactose;beta-O-methyl-D-galactopyranoside;beta-O-methyl-galactopyranoside;methyl beta-galactoside;methyl beta-galactoside, (alpha-D)-isomer;methyl beta-galactoside, (alpha-L)-isomer;methyl beta-galactoside, (beta-L)-isomer;methyl-beta-D-galactopyranoside;methyl-beta-galactopyranoside

Chemical Property of Methyl beta-D-galactopyranoside

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.15E-07mmHg at 25°C
• Melting Point: 172-180 °C
• Refractive Index: -16.5 ° (C=1.5, MeOH)
• Boiling Point: 389.1 °C at 760 mmHg
• PKA: 12.92±0.70(Predicted)
• Flash Point: 189.1 °C
• PSA: 99.38000
• Density: 1.47 g/cm³
• LogP: -2.56730
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Slightly)
• Water Solubility.: Soluble in water and methanol.
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 194.07903816
• Heavy Atom Count: 13
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
• Uses: It is a weak substrate and effective inducer of beta-D-galactosidase.

Technology Process of Methyl beta-D-galactopyranoside

There total 247 articles about Methyl 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: 50.0%

triethylamine sulfur trioxide (761-01-3,54381-28-1) + methyl O4,O6-phenylboranediyl-β-D-galactopyranoside (4056-17-1) → triethylammonium (methyl 3-O-sulfonato-β-D-galactopyranoside) + triethylammonium (methyl 2-O-sulfonato-β-D-galactopyranoside) + methyl beta-D-galactopyranoside (1824-94-8)

Guidance literature:

In N,N-dimethyl-formamide; at 25 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1002/hlca.19940770821

Reference yield: 25.0%

methyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (5019-23-8) → methyl 2,4-di-O-acetyl-β-D-galactopyranoside + methyl 2,3,4-tri-O-acetyl-β-D-galactopyranoside (38982-58-0) + methyl 2,4,6-tri-O-acetyl-β-D-galactopyranoside (19464-78-9) + methyl beta-D-galactopyranoside (1824-94-8)

Guidance literature:

With Neisseria sicca SB cellulose acetate esterase; In phosphate buffer; at 20 ℃; for 1.5h; pH=7.0; Further Variations:; time; Product distribution;

DOI:10.1271/bbb.69.1292

Reference yield:

methyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (5019-23-8) → methyl beta-D-galactopyranoside (1824-94-8)

Guidance literature:

magnesium oxide; In methanol; for 0.633333h; Yield given; Ambient temperature;

DOI:10.1016/S0008-6215(00)90208-8

upstream raw materials:

D-Galactose

methyl β-D-galactoside 6-sulfate

methanol

D-Galactose

Downstream raw materials:

methyl 6-O-triphenylmethyl-β-D-galactopyranoside

(R)-3-hydroxy-2-((R)-1-methoxy-2-oxo-ethoxy)-propionaldehyde

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

methyl 4,6-O-isopropylidene-β-D-galacytopyranoside

Refernces

• 1、 Langston, Steven,Bernet, Bruno,Vasella, Andrea. "Temporary Protection and Activation in the Regioselective Synthesis of Saccharide Sulfates". . p. 2341 - 2353. Retrieved 1994.
• 2、 Franks et al.. "-". . p. 3. Retrieved 1972.
• 3、 Lin, Chun-Nan,Chung, Mei-Ing,Lin, Son-Yuan. "STEROIDAL ALKALOIDS FROM SOLANUM CAPSICASTRUM". . p. 305 - 308. Retrieved 1987.
• 4、 Tian, Xiang-Rong,Feng, Jun-Tao,Ma, Zhi-Qing,Xie, Na,Zhang, Jing,Zhang, Xing,Tang, Hai-Feng. "Three new glycosides from the whole plant of Clematis lasiandra Maxim and their cytotoxicity". . p. 168 - 172. Retrieved 2014.
• 5、 -. "Carbon glycoside glycosylated tetravalent platinum compound as well as synthesis method and application thereof". Paragraph 0064-0067. . Retrieved 2021/07/08.
• 6、 Di Lorenzo, Flaviana,Speciale, Immacolata,Silipo, Alba,Alías-Villegas, Cynthia,Acosta-Jurado, Sebastián,Rodríguez-Carvajal, Miguel-ángel,Dardanelli, Marta S.,Palmigiano, Angelo,Garozzo, Domenico,Ruiz-Sainz, José-Enrique,Molinaro, Antonio,Vinardell, José-María. "Structure of the unusual Sinorhizobium fredii HH103 lipopolysaccharide and its role in symbiosis". . p. 10969 - 10987. Retrieved 2021/01/07.