1-Bromo-2,3,4,6-tetra-acetyl-beta-d-galactoside

Base Information

• Chemical Name: 1-Bromo-2,3,4,6-tetra-acetyl-beta-d-galactoside
• CAS No.: 19285-38-2
• Molecular Formula: C₁₄H₁₉BrO₉
• Molecular Weight: 411.203
• Mol file: 19285-38-2.mol

Synonyms:2,3,4,6-Tetra-O-acetyl-b-D-galactopyranosyl bromide;2,3,4,6-Tetraacetyl-b-D-galactopyranosyl bromide;1-Bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-b-D-galactopyranose;b-D-Galactopyranosylbromide, tetraacetate (9CI);Galactopyranosylbromide, tetraacetate, b-D- (8CI);

Chemical Property of 1-Bromo-2,3,4,6-tetra-acetyl-beta-d-galactoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.503
• Boiling Point: 412.007 °C at 760 mmHg
• Flash Point: 202.975 °C
• PSA: 114.43000
• Density: 1.49 g/cm³
• LogP: 0.46440

Purity/Quality:

99%, ^*data from raw suppliers

1-BROMO-2,3,4,6-TETRA-ACETYL-BETA-D-GALACTOSIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Bromo-2,3,4,6-tetra-acetyl-beta-d-galactoside

There total 36 articles about 1-Bromo-2,3,4,6-tetra-acetyl-beta-d-galactoside 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: 100.0%

β-D-glucose pentaacetate (604-69-3) → 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3)

Guidance literature:

With hydrogen bromide; acetic acid; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.bioorg.2021.105479

Reference yield: 100.0%

D-glucose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) → 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3)

Guidance literature:

With hydrogen bromide; In acetic acid; at 20 ℃; Sealed tube;

Reference yield: 83.0%

D-Glucose (2280-44-6) + acetic anhydride (108-24-7) → 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3)

Guidance literature:

D-Glucose; acetic anhydride; With perchloric acid; at 20 ℃; for 4h;

With phosphorus; bromine; In water; at 20 ℃; for 3h;

DOI:10.1007/s10600-016-1721-5

upstream raw materials:

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

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

D-Glucose

Acetyl bromide

Downstream raw materials:

5-benzylidene-2-[phenyl-(tetra-O-acetyl-ξ-D-glucopyranosyl)-amino]-thiazol-4-one

Abscisic acid-β-D-glucosyl ester tetraacetate

D-glucal triacetate

3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-β-D-mannopyranoside

Refernces

• 1、 Li, Xiao-San,Chen, Tang-Ji,Xu, Zhi-Peng,Long, Juan,He, Miao-Ying,Zhan, He-Hui,Zhuang, Hai-Cai,Wang, Qi-Lin,Liu, Li,Yang, Xue-Mei,Tang, Jin-Shan. "Synthesis and biological evaluation of 3β-O-neoglycosides of caudatin and its analogues as potential anticancer agents". . . Retrieved 2021/12/30.
• 2、 Nerella, Srinivas,Kankala, Shravankumar,Gavaji, Brahmeshwari. "Synthesis of podophyllotoxin-glycosyl triazoles via click protocol mediated by silver (I)-N-heterocyclic carbenes and their anticancer evaluation as topoisomerase-II inhibitors". supporting information. p. 9 - 16. Retrieved 2019/06/27.