2-O,3-O,4-O,5-O,6-O-Pentaacetyl-D-mannose diethyl dithioacetal

Base Information

• Chemical Name: 2-O,3-O,4-O,5-O,6-O-Pentaacetyl-D-mannose diethyl dithioacetal
• CAS No.: 7226-25-7
• Molecular Formula: C20H32 O10 S2
• Molecular Weight: 496.6
• Nikkaji Number: J2.893.642G
• Mol file: 7226-25-7.mol

Synonyms:AKOS004903175;2-O,3-O,4-O,5-O,6-O-Pentaacetyl-D-mannose diethyl dithioacetal

Chemical Property of 2-O,3-O,4-O,5-O,6-O-Pentaacetyl-D-mannose diethyl dithioacetal

Chemical Property:

• PSA: 182.10000
• LogP: 2.10860
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 19
• Exact Mass: 496.14368956
• Heavy Atom Count: 32
• Complexity: 648

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCSC(C(C(C(C(COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)SCC
• Isomeric SMILES: CCSC([C@H]([C@H]([C@@H]([C@@H](COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)SCC

Technology Process of 2-O,3-O,4-O,5-O,6-O-Pentaacetyl-D-mannose diethyl dithioacetal

There total 2 articles about 2-O,3-O,4-O,5-O,6-O-Pentaacetyl-D-mannose diethyl dithioacetal 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:

C10H22O5S2 + acetic anhydride (108-24-7) → 2,3,4,5,6-penta-O-acetyl-D-mannose diethyl dithioacetal (4984-72-9,5115-87-7,5505-29-3,6935-10-0,7226-25-7,7226-50-8,7226-51-9,7226-53-1,7226-54-2,7260-88-0,72003-68-0)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 19h;

DOI:10.1016/j.tetlet.2012.12.048

Reference yield:

DL-galactose-diethyldithioacetal (1941-52-2,4258-05-3,4258-07-5,4435-00-1,5463-33-2,6748-69-2,15354-64-0,18545-97-6,64813-43-0,76945-90-9,86334-49-8) + acetic anhydride (108-24-7) → penta-O-acetyl-aldehydo-DL-galactose-diethyldithioacetal (4984-72-9,5115-87-7,5505-29-3,6935-10-0,7226-25-7,7226-50-8,7226-51-9,7226-53-1,7226-54-2,7260-88-0,72003-68-0)

Guidance literature:

With pyridine;

DOI:10.1246/bcsj.26.463

Reference yield:

2,3,4,5,6-penta-O-acetyl-D-mannose diethyl dithioacetal (7226-25-7) → D-Arabinose (10323-20-3)

Guidance literature:

Multi-step reaction with 2 steps

1: monoperoxyphthalic acid; diethyl ether

2: methanol; hydrazine; water / Erwaermen einer wss.Loesung des Reaktionsprodukts mit Benzaldehyd,wenig Benzoesaeure und Aethanol

With methanol; monoperoxyphthalic acid; diethyl ether; water; hydrazine;

DOI:10.1021/ja01128a071

upstream raw materials:

DL-galactose-diethyldithioacetal

acetic anhydride

Downstream raw materials:

D-Arabinose

penta-O-acetyl-aldehydo-D-mannose semicarbazone

Refernces