2H-1-Benzopyran-2-one, 4-methyl-7-((2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)oxy)-

Base Information

• Chemical Name: 2H-1-Benzopyran-2-one, 4-methyl-7-((2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)oxy)-
• CAS No.: 6160-79-8
• Molecular Formula: C24H26O12
• Molecular Weight: 506.463
• DSSTox Substance ID: DTXSID90210616
• Wikidata: Q83085372
• Mol file: 6160-79-8.mol

Synonyms:6160-79-8;2H-1-Benzopyran-2-one, 4-methyl-7-((2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)oxy)-;[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-2-yl]methyl acetate;C24H26O12;(2R,3S,4S,5R,6S)-2-(Acetoxymethyl)-6-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate;DTXSID90210616;GBHHLVBZMNCURY-HYPCABPSSA-N;4-Methylumbelliferyl 2,3,4,6-Tetra-O-acetyl-?-D-galactopyranoside

Chemical Property of 2H-1-Benzopyran-2-one, 4-methyl-7-((2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)oxy)-

Chemical Property:

• Vapor Pressure: 1.02E-14mmHg at 25°C
• Boiling Point: 607.8°C at 760 mmHg
• Flash Point: 259.6°C
• PSA: 153.87000
• Density: 1.37g/cm³
• LogP: 1.56330
• Solubility.: Chloroform,
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 11
• Exact Mass: 506.14242626
• Heavy Atom Count: 36
• Complexity: 911

Purity/Quality:

99% ^*data from raw suppliers

4-Methylumbelliferyl2,3,4,6-Tetra-O-acetyl-β-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Uses: Protected substrate for fluorometric assay of ?-D-galactosidase.

Technology Process of 2H-1-Benzopyran-2-one, 4-methyl-7-((2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)oxy)-

There total 9 articles about 2H-1-Benzopyran-2-one, 4-methyl-7-((2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)oxy)- 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: 73.1%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + acetobromogalactose (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3,19285-38-2) → 4-methylumbelliferyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (6160-79-8)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In chloroform; water; at 20 ℃; for 16h;

Reference yield: 68.0%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + 2-(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyloxy)-1,3,2-dioxaphosphinane 2-oxide (281207-18-9) → 4-methylumbelliferyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (6160-79-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1039/b002754p

Reference yield: 17.0%

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → 4-methylumbelliferyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (6160-79-8)

Guidance literature:

With Ag⁽¹⁺⁾*C₂₂H₂₄AgN₄⁽¹⁺⁾*2Cl^(1-); In acetonitrile; at 25 ℃; for 24h; stereoselective reaction; Darkness;

DOI:10.1016/j.carres.2011.07.025

upstream raw materials:

7-hydroxy-4-methyl-chromen-2-one

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

2-(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyloxy)-1,3,2-dioxaphosphinane 2-oxide

2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose

Downstream raw materials:

4-methylumbelliferyl-β-D-galactopyranoside

4-methylumbelliferyl 3-O-(α-L-fucopyranosyl)-β-D-galactopyranoside

4-methylumbelliferyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside

4-methylumbelliferyl 6'-O-(tert-butyldiphenylsilyl)-3'-O-(2'',3'',4''-tri-O-acetyl-α-L-fucopyranosyl)-β-D-galactopyranoside

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