1,6-Anhydrolactose

Base Information

• Chemical Name: 1,6-Anhydrolactose
• CAS No.: 34395-01-2
• Molecular Formula: C₁₂H₂₀O₁₀
• Molecular Weight: 324.285
• Hs Code.: 2940000080
• Mol file: 34395-01-2.mol

Synonyms:1,6-anhydrolactose

Chemical Property of 1,6-Anhydrolactose

Chemical Property:

• Vapor Pressure: 4.29E-19mmHg at 25°C
• Boiling Point: 640.3°Cat760mmHg
• Flash Point: 341.1°C
• PSA: 158.30000
• Density: 1.74g/cm³
• LogP: -4.35160
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 3
• Exact Mass: 324.10564683
• Heavy Atom Count: 22
• Complexity: 394

Purity/Quality:

99%min ^*data from raw suppliers

1,6-Anhydro-4-O-b-D-galactopyranosyl-b-D-glucopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(C(C(C(O1)O2)O)O)OC3C(C(C(C(O3)CO)O)O)O
• Isomeric SMILES: C1[C@H]2[C@H]([C@@H]([C@H]([C@@H](O1)O2)O)O)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O

Technology Process of 1,6-Anhydrolactose

There total 14 articles about 1,6-Anhydrolactose 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%

(2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-((1R,2R,3R,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-tetrahydro-pyran-3-ol (86461-99-6,113842-60-7) → 1,6-anhydromaltose (2672-63-1,6983-27-3,34395-01-2,35405-71-1,56907-28-9,61117-13-3,78215-49-3,80795-18-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; at 80 ℃; for 0.5h;

DOI:10.1016/0008-6215(87)80136-2

Reference yield: 100.0%

LACTOSE (5965-66-2) → O-β-D-galactopyranosyl-(1<*>4)-1,6-anhydro-β-D-glucopyranoside (34395-01-2)

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: 51.0%

1,6-anhydro-2,2',3,3',4',6'-hexa-O-acetyl-β-D-lactose (25878-57-3) → O-β-D-galactopyranosyl-(1<*>4)-1,6-anhydro-β-D-glucopyranoside (34395-01-2)

Guidance literature:

With methanol; sodium methylate;

DOI:10.3891/acta.chem.scand.46-1114

upstream raw materials:

1,6-anhydro-2,2',3,3',4',6'-hexa-O-acetyl-β-D-lactose

phenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-acetyl-α-D-glucopyranoside

O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose

Downstream raw materials:

4-O-(6-O-triphenylmethyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-β-D-glucopyranose

O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose

4-O-(3-O-allyl-6-O-triphenylmethyl-β-D-galactopyranosyl)-(1->4)-1,6:2,3-dianhydro-β-D-mannopyranose

4-O-(3-O-allyl-6-O-triphenylmethyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-β-D-glucopyranose

Refernces

• 1、 Tamura, Junichi,Schmidt, R. R.. "EFFECT OF PROTECTING GROUPS AND SOLVENTS IN ANOMERIC O-ALKYLATION OF MANNOPYRANOSE". . p. 895 - 912. Retrieved 2007/10/02.
• 2、 Hronowski,Szarek,Hay,Krebs,Depew. "Synthesis and characterization of 6-O-β-lactosyl-α,β-lactoses, 1-O-(6-O-β-lactosyl-β-lactosyl)-(R,S)-glycerols, and 4,6-di-O-β-D-galactopyranosyl-α,β-D-glucoses". . p. 101 - 117. Retrieved 2007/10/02.