1,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSE

Base Information

• Chemical Name: 1,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSE
• CAS No.: 19186-40-4
• Molecular Formula: C14H20O10
• Molecular Weight: 348.307
• Mol file: 19186-40-4.mol

Synonyms:1,3,4,6-TETRA-O-ACETYL-A-D-GALACTOPYRANOSE;1,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSE;2,3,4,6-TETRA-O-ACETYL A-D-GALACTOPYRANOSIDE;α-D-Galactopyranose 1,3,4,6-Tetraacetate

Chemical Property of 1,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSE

Chemical Property:

• Melting Point: 138-140°C
• Boiling Point: 160-170 °C(Press: 0.01 Torr)
• PKA: 12.22±0.70(Predicted)
• PSA: 134.66000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: -0.93820

Purity/Quality:

98%Min ^*data from raw suppliers

1,3,4,6-Tetra-O-acetyl-a-D-galactopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 1,3,4,6-Tetra-O-acetyl-α-D-galactopyranose is used in the preparation and synthesis of galacturonic acid containing pentasaccharide antigen.

Technology Process of 1,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSE

There total 7 articles about 1,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSE 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: 90.8%

3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose (3254-15-7) → 1,3,4,6-tetra-O-acetyl-α-D-galactopyranoside (19186-40-4)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; dichloromethane; water; for 0.25h; Ambient temperature;

DOI:10.1248/cpb.41.90

Reference yield: 72.0%

β-D-galactose peracetate (4163-60-4) → 1,3,4,6-tetra-O-acetyl-α-D-galactopyranoside (19186-40-4)

Guidance literature:

With trifluoroacetic acid; for 5h; Ambient temperature;

DOI:10.1016/0008-6215(88)80055-7

Reference yield: 59.0%

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → 1,3,4,6-tetra-O-acetyl-α-D-galactopyranoside (19186-40-4)

Guidance literature:

With sodium methanethiosulfonate; In N,N-dimethyl-formamide;

upstream raw materials:

D-Galactose

acetic anhydride

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl chloride

3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose

Downstream raw materials:

1,3,4,6-Tetra-O-acetyl-2-O-benzyl-α-D-galactopyranose

1,3,4,6-tetra-O-acetyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-galactopyranose

C₂₃H₂₇F₃O₁₂S

4-methoxyphenyl 3,4,6-tri-O-acetyl-2-O-(2,6-dichlorobenzoyl)-β-D-galactopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranoside

Refernces

• 1、 -. "DRUG DELIVERY". Page/Page column 29; 30. . Retrieved 2019/11/19.
• 2、 Vankayalapati, Hariprasad,Singh, Gurdial. "Stereoselective synthesis of α-L-Fucp-(1,2)- and -(1,3)-β-D-Galp(1)-4-methylumbelliferone using glycosyl donor substituted by propane-1,3-diyl phosphate as leaving group". . p. 2187 - 2193. Retrieved 2007/10/03.