1,6-Anhydro-alpha-D-galactopyranose

Base Information

• Chemical Name: 1,6-Anhydro-alpha-D-galactopyranose
• CAS No.: 644-76-8
• Molecular Formula: C6H10O5
• Molecular Weight: 162.142
• Hs Code.: 29400000
• European Community (EC) Number: 690-097-1
• Nikkaji Number: J1.626.390G
• Mol file: 644-76-8.mol

Synonyms:1,6-anhydro-beta-D-galactopyranose;galactosan

Chemical Property of 1,6-Anhydro-alpha-D-galactopyranose

Chemical Property:

• Melting Point: 226 °C
• Boiling Point: 383.8 °C at 760 mmHg
• PKA: 13.40±0.60(Predicted)
• Flash Point: 185.9 °C
• PSA: 79.15000
• Density: 1.688 g/cm³
• LogP: -2.17580
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

1,6-Anhydro-b-D-galactopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(C(C(C(O1)O2)O)O)O
• Isomeric SMILES: C1[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O1)O2)O)O)O
• Uses: 1,6-Anhydro-β-D-glucopyranose is a carbohydrate contains in liquid smoke flavorings.

Technology Process of 1,6-Anhydro-alpha-D-galactopyranose

There total 35 articles about 1,6-Anhydro-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: 99.0%

D-Galactose (10257-28-0) → 1,6-anhydro-β-D-galactopyranose (644-76-8)

Guidance literature:

With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In water; at 0 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2009.02.171

Reference yield: 95.0%

phenyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (2872-72-2) → 1,6-anhydro-β-D-galactopyranose (644-76-8)

Guidance literature:

With sodium hydroxide; for 120h; Heating;

DOI:10.1016/0957-4166(95)00171-K

Reference yield: 75.0%

Pentachlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactose (91876-32-3) → 1,6-anhydro-β-D-galactopyranose (644-76-8)

Guidance literature:

With potassium hydroxide; for 1h; Heating;

upstream raw materials:

β-D-galactopyranoside

D-Galactose

trimethyl-(tetra-O-acetyl-β-D-galactopyranosyl)-ammonium; bromide

β-D-galactopyranosyl fluoride

Downstream raw materials:

2,3,4-tri-O-acetyl-1,6-anhydro-β-D-galactopyranose

1,6-Anhydro-2,3,4-tri-O-benzoyl-β-D-galactopyranose

tris-O-(toluene-4-sulfonyl)-1,6-anhydro-β-D-galactopyranose

1,6-anhydro-3,4-O-isopropylidene-β-D-galactopyranose

Refernces

• 1、 Carder, Hayden M.,Suh, Carolyn E.,Wendlandt, Alison E.. "A Unified Strategy to Access 2- And 4-Deoxygenated Sugars Enabled by Manganese-Promoted 1,2-Radical Migration". supporting information. p. 13798 - 13805. Retrieved 2021/09/07.
• 2、 Tanaka, Tomonari,Huang, Wei Chun,Noguchi, Masato,Kobayashi, Atsushi,Shoda, Shin-ichiro. "Direct synthesis of 1,6-anhydro sugars from unprotected glycopyranoses by using 2-chloro-1,3-dimethylimidazolinium chloride". supporting information; experimental part. p. 2154 - 2157. Retrieved 2009/08/17.