Methanone, (4-chlorophenyl)(4-(beta-D-galactopyranosyloxy)phenyl)-, hemihydrate

Base Information

• Chemical Name: Methanone, (4-chlorophenyl)(4-(beta-D-galactopyranosyloxy)phenyl)-, hemihydrate
• CAS No.: 83357-01-1
• Molecular Formula: C₁₉H₁₉ClO₇
• Molecular Weight: 394.809
• DSSTox Substance ID: DTXSID50232293
• Wikidata: Q83113312
• ChEMBL ID: CHEMBL171862
• Mol file: 83357-01-1.mol

Synonyms:Methanone, (4-chlorophenyl)(4-(beta-D-galactopyranosyloxy)phenyl)-, hemihydrate;(4-Chlorophenyl)(4-(beta-D-galactopyranosyloxy)phenyl)methanone hemihydrate;83357-01-1;C19-H19-Cl-O7.1/2H2-O;CHEMBL171862;DTXSID50232293;LS-91168

Chemical Property of Methanone, (4-chlorophenyl)(4-(beta-D-galactopyranosyloxy)phenyl)-, hemihydrate

Chemical Property:

• Vapor Pressure: 2.53E-17mmHg at 25°C
• Boiling Point: 641.3°C at 760 mmHg
• Flash Point: 341.6°C
• Density: 1.48g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 394.0819306
• Heavy Atom Count: 27
• Complexity: 488

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C2=CC=C(C=C2)Cl)OC3C(C(C(C(O3)CO)O)O)O
• Isomeric SMILES: C1=CC(=CC=C1C(=O)C2=CC=C(C=C2)Cl)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O

Technology Process of Methanone, (4-chlorophenyl)(4-(beta-D-galactopyranosyloxy)phenyl)-, hemihydrate

There total 6 articles about Methanone, (4-chlorophenyl)(4-(beta-D-galactopyranosyloxy)phenyl)-, hemihydrate 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:

Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-chloro-benzoyl)-phenoxy]-tetrahydro-pyran-4-yl ester → (4-Chloro-phenyl)-[4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-methanone (83355-63-9,83357-01-1)

Guidance literature:

With sodium methylate; In methanol; for 2h; Ambient temperature;

DOI:10.1021/jm00059a015

Reference yield:

Acetic acid (2R,3S,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-chloro-benzoyl)-phenoxy]-tetrahydro-pyran-4-yl ester → (4-Chloro-phenyl)-[4-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-methanone (83355-63-9,83357-01-1)

Guidance literature:

With sodium methylate; In methanol; for 2h; Ambient temperature;

DOI:10.1021/jm00059a015

Reference yield:

4-chloro-4'-hydroxybenzophenone (42019-78-3) → (4-Chloro-phenyl)-[4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-methanone (83355-63-9,83357-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / Ag₂O / acetonitrile / 0.5 h / Ambient temperature

2: MeONa / methanol / 2 h / Ambient temperature

With sodium methylate; silver(l) oxide; In methanol; acetonitrile;

DOI:10.1021/jm00059a015

upstream raw materials:

4-chloro-4'-hydroxybenzophenone

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

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

Refernces