CHLORAMPHENICOL 1-O-BETA-D-GALACTOPYRANOSIDE

Base Information

• Chemical Name: CHLORAMPHENICOL 1-O-BETA-D-GALACTOPYRANOSIDE
• CAS No.: 191476-32-1
• Molecular Formula: C₁₇H₂₂Cl₂N₂O₁₀
• Molecular Weight: 485.275
• Mol file: 191476-32-1.mol

Synonyms:CAG2

Chemical Property of CHLORAMPHENICOL 1-O-BETA-D-GALACTOPYRANOSIDE

Chemical Property:

• Boiling Point: 846.0±65.0 °C(Predicted)
• PKA: 10.93±0.46(Predicted)
• PSA: 194.53000
• Density: 1.65±0.1 g/cm3(Predicted)
• LogP: -0.35270
• Storage Temp.: −20°C

Purity/Quality:

95% ^*data from raw suppliers

Chloramphenicol 1-O-b-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 23-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CHLORAMPHENICOL 1-O-BETA-D-GALACTOPYRANOSIDE

There total 4 articles about CHLORAMPHENICOL 1-O-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: 30.0%

chloramphenicol (56-75-7,85666-84-8) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → O1-β-D-galactopyranosylchloramphenicol (191476-32-1)

Guidance literature:

chloramphenicol; 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside; With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; molecular sieve, 3 A; In dichloromethane; acetonitrile; for 77h; Under N₂;

With potassium cyanide; In methanol; water; at 20 ℃; for 18h;

Reference yield:

O1-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)chloramphenicol → O1-β-D-galactopyranosylchloramphenicol (191476-32-1)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 48h;

DOI:10.1081/CAR-120013493

Reference yield:

β-D-galactose peracetate (4163-60-4) → O1-β-D-galactopyranosylchloramphenicol (191476-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / BF₃*Et₂O / acetonitrile / 0.25 h

2: NH₃ / methanol / 48 h / 20 °C

With boron trifluoride diethyl etherate; ammonia; In methanol; acetonitrile;

DOI:10.1081/CAR-120013493

upstream raw materials:

chloramphenicol

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

β-D-galactose peracetate

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

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