6-Bromo-2-naphthyl beta-D-galactopyranoside

Base Information

• Chemical Name: 6-Bromo-2-naphthyl beta-D-galactopyranoside
• CAS No.: 15572-30-2
• Molecular Formula: C16H17BrO6
• Molecular Weight: 385.211
• Hs Code.: 29389090
• European Community (EC) Number: 239-628-7
• DSSTox Substance ID: DTXSID30165959
• Nikkaji Number: J236.170A
• Wikidata: Q27162346
• ChEMBL ID: CHEMBL1876293
• Mol file: 15572-30-2.mol

Synonyms:6-bromo-2-naphthyl-beta-galactopyranoside;BrNapGal

Chemical Property of 6-Bromo-2-naphthyl beta-D-galactopyranoside

Chemical Property:

• Appearance/Colour: Almost white to slightly yellow crystalline powder
• Vapor Pressure: 1.15E-15mmHg at 25°C
• Melting Point: 213-216 °C
• Refractive Index: 1.698
• Boiling Point: 608.6 °C at 760 mmHg
• PKA: 12.77±0.70(Predicted)
• Flash Point: 321.9 °C
• PSA: 99.38000
• Density: 1.698 g/cm³
• LogP: 0.78100
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 384.02085
• Heavy Atom Count: 23
• Complexity: 397

Purity/Quality:

98% ^*data from raw suppliers

6-Bromo-2-naphthyl 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: C1=CC2=C(C=CC(=C2)Br)C=C1OC3C(C(C(C(O3)CO)O)O)O
• Isomeric SMILES: C1=CC2=C(C=CC(=C2)Br)C=C1O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O

Technology Process of 6-Bromo-2-naphthyl beta-D-galactopyranoside

There total 2 articles about 6-Bromo-2-naphthyl 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:

6-bromo-naphthalen-2-ol (15231-91-1) + β-D-galactose peracetate (4163-60-4) → 6-bromo-2-naphthyl β-D-galactopyranoside (15572-30-2)

Guidance literature:

With toluene-4-sulfonic acid; Behandeln mit Natriummethylat in Methanol;

Reference yield:

→ CO + 6-bromo-2-naphthyl β-D-galactopyranoside (15572-30-2)

Guidance literature:

Reference yield: 89.0%

1-[3-(chloromethyl)phenyl]-2-methylpropan-1-one (1155702-46-7) + 6-bromo-2-naphthyl β-D-galactopyranoside (15572-30-2) → 6-(3-isobutyrylbenzyl)-2-naphthyl β-D-galactopyranoside (1155702-84-3)

Guidance literature:

1-[3-(chloromethyl)phenyl]-2-methylpropan-1-one; With indium; chloro-trimethyl-silane; ethylene dibromide; lithium chloride; In tetrahydrofuran; at 40 ℃; for 6h; Inert atmosphere;

With TurboGrignard; In tetrahydrofuran; at -60 - -50 ℃; Inert atmosphere;

6-bromo-2-naphthyl β-D-galactopyranoside; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In tetrahydrofuran; water; at 40 ℃; for 2.5h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.200805588

upstream raw materials:

6-bromo-naphthalen-2-ol

β-D-galactose peracetate

Downstream raw materials:

6-(3-isobutyrylbenzyl)-2-naphthyl β-D-galactopyranoside

Refernces