1,6-Anhydrolactose hexaacetate

Base Information

• Chemical Name: 1,6-Anhydrolactose hexaacetate
• CAS No.: 25878-57-3
• Molecular Formula: C24H32 O16
• Molecular Weight: 576.508
• Hs Code.: 2940000080
• Mol file: 25878-57-3.mol

Synonyms:1,6-ALHA;1,6-anhydrolactose hexaacetate

Chemical Property of 1,6-Anhydrolactose hexaacetate

Chemical Property:

• Vapor Pressure: 2.92E-14mmHg at 25°C
• Boiling Point: 598°Cat760mmHg
• Flash Point: 252°C
• PSA: 194.72000
• Density: 1.39g/cm³
• LogP: -0.23160
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 15
• Exact Mass: 576.16903493
• Heavy Atom Count: 40
• Complexity: 995

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1C2CCC(O2)C(C1OC(=O)C)OC3C(C(C(C(O3)OOC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)O[C@H]1[C@H]2CC[C@H](O2)[C@H]([C@@H]1OC(=O)C)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)OOC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of 1,6-Anhydrolactose hexaacetate

There total 5 articles about 1,6-Anhydrolactose hexaacetate 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: 16.0%

2-O-benzylglycerol (14690-00-7) + 1,2,3,2',3',4',6'-Hepta-O-acetyl-6-O-(2,3,6,2',3',4',6'-hepta-O-acetyl-β-lactosyl)-β-lactose (141243-55-2) → 1,6-anhydro-2,2',3,3',4',6'-hexa-O-acetyl-β-D-lactose (25878-57-3) + 3-O-Acetyl-2-O-benzyl-1-O-<2,3,2',3',4',6'-hexa-O-acetyl-6-O-(2,3,6,2',3',4',6'-hepta-O-acetyl-β-lactosyl)-β-lactosyl>-(R,S)-glycerols (141243-58-5,141316-14-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(92)84058-Z

Reference yield:

acetic anhydride (108-24-7) + O4-(Tetra-O-acetyl-β-D-glucopyranosyl)-1,6-anhydro-β-D-mannopyranose (7225-54-9,67650-35-5) → O2,O3-Diacetyl-O4-(tetra-O-acetyl-β-D-glucopyranosyl)-1,6-anhydro-β-D-mannopyranose (2672-62-0,25878-57-3,28868-67-9,38631-27-5,56907-27-8,61117-14-4,61278-03-3,78215-48-2,139013-90-4)

Guidance literature:

With sodium acetate;

DOI:10.1021/ja01851a065

Reference yield:

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → O2,O3-Diacetyl-O4-(tetra-O-acetyl-β-D-galactopyranosyl)-1,6-anhydro-β-D-mannopyranose (2672-62-0,25878-57-3,28868-67-9,38631-27-5,56907-27-8,61117-14-4,61278-03-3,78215-48-2,139013-90-4)

Guidance literature:

With chloroform; iodine; silver(l) oxide; Erwaermen des Reaktionsprodukts mit wss. Essigsaeure und Erwaermen des danach isolierten Reaktionsprodukts mit Acetanhydrid und Natriumacetat;

DOI:10.1021/ja01260a031

upstream raw materials:

acetic anhydride

O⁴-(Tetra-O-acetyl-β-D-glucopyranosyl)-1,6-anhydro-β-D-mannopyranose

O²,O³-isopropylidene-O⁴-(tetra-O-acetyl-β-D-glucopyranosyl)-1,6-anhydro-β-D-mannopyranose

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

Downstream raw materials:

n-butyl lactate

D-mannosamine hydrochloride

N-(3-((4S,6S)-2-amino-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-3-chloro-1,7-naphthyridin-8-amine

N-(3-((3R)-5-amino-3,6,6-trimethyl-1,1-dioxido-3,6-dihydro-2H-1,4-thiazin-3-yl)-4-fluorophenyl)-3-methoxy-1,7-naphthyridin-8-amine

Refernces