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

Base Information

• Chemical Name: 1,3,4,6-Tetra-O-acetyl-2-deoxy-D-galactopyranose
• CAS No.: 75828-75-0
• Molecular Formula: C14H20 O9
• Molecular Weight: 332.307
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID90463903
• Mol file: 75828-75-0.mol

Synonyms:75828-75-0;(4R,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate;1,3,4,6-TETRA-O-ACETYL-2-DEOXY-D-GALACTOPYRANOSE;CTK5E2056;SCHEMBL18857678;DTXSID90463903

Chemical Property of 1,3,4,6-Tetra-O-acetyl-2-deoxy-D-galactopyranose

Chemical Property:

• PSA: 114.43000
• LogP: 0.09100
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 332.11073221
• Heavy Atom Count: 23
• Complexity: 473

Purity/Quality:

97% ^*data from raw suppliers

1,3,4,6-TETRA-O-ACETYL-2-DEOXY-D-GALACTOPYRANOSE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1C(C(CC(O1)OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)OC[C@@H]1[C@@H]([C@@H](CC(O1)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of 1,3,4,6-Tetra-O-acetyl-2-deoxy-D-galactopyranose

There total 10 articles about 1,3,4,6-Tetra-O-acetyl-2-deoxy-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: 100.0%

2-deoxy-D-lyxo-hexopyranose (61-58-5,13299-15-5,13299-16-6,14215-77-1,14215-78-2,20789-85-9,23568-30-1,25494-04-6,34339-39-4,34339-40-7,34339-46-3,34339-47-4,114717-20-3,114717-21-4,137491-75-9,137491-76-0) + acetic anhydride (108-24-7) → 1,3,4,6-Tetra-O-acetyl-2-desoxy-α/β-D-lyxo-hexopyranose (75828-75-0)

Guidance literature:

In pyridine;

DOI:10.1021/jo0201530

Reference yield: 90.0%

5,5-dimethyl-2-tioxo-2-(3,4,6-tri-O-acetyl-2-deoxy-α-D-lyxo-hexopiranosylthyo)-1,3,2-dioxaphosphorinane (69908-92-5) + acetic acid (64-19-7,77671-22-8) → 1,3,4,6-Tetra-O-acetyl-2-desoxy-α/β-D-lyxo-hexopyranose (75828-75-0)

Guidance literature:

With molecular sieve; silver(l) oxide; for 0.25h; Ambient temperature; exclusion of light;

DOI:10.1055/s-1994-25554

Reference yield: 86.0%

acetic acid (64-19-7,77671-22-8) + triacetyl-D-galactal (4098-06-0) → 1,3,4,6-Tetra-O-acetyl-2-desoxy-α/β-D-lyxo-hexopyranose (75828-75-0)

Guidance literature:

With hydrogen bromide; acetic anhydride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ol035705v

upstream raw materials:

2-deoxy-D-lyxo-hexopyranose

acetic anhydride

5,5-dimethyl-2-tioxo-2-(3,4,6-tri-O-acetyl-2-deoxy-α-D-lyxo-hexopiranosylthyo)-1,3,2-dioxaphosphorinane

acetic acid

Downstream raw materials:

p-nitrophenyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-xylo-hexopyranoside

triacetyl-D-galactal

phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-thio-α-D-lyxo-pyranoside

C₃₉H₇₃NO₇SSi₃

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