6-O-acetyl-2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyldithioacetal

Base Information

• Chemical Name: 6-O-acetyl-2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyldithioacetal
• CAS No.: 1427016-82-7
• Molecular Formula: C₃₉H₄₄O₆S₂
• Molecular Weight: 672.907
• Mol file: 1427016-82-7.mol

Synonyms:6-O-acetyl-2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyldithioacetal

Chemical Property of 6-O-acetyl-2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyldithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-O-acetyl-2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyldithioacetal

There total 3 articles about 6-O-acetyl-2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyldithioacetal 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: 88.0%

2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyl dithioacetal (1427016-81-6) + acetyl chloride (75-36-5) → 6-O-acetyl-2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyldithioacetal (1427016-82-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo400130p

Reference yield:

6-O-trityl-D-altrose propane-1,3-diyl dithioacetal (1427016-79-2) → 6-O-acetyl-2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyldithioacetal (1427016-82-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil; N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 20 °C

2.1: sulfuric acid; methanol / dichloromethane / 20 °C

3.1: triethylamine / dichloromethane / 0 - 20 °C

With methanol; sulfuric acid; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jo400130p

Reference yield:

2,3,4,5-tetra-O-benzyl-6-O-trityl-D-altrose propane-1,3-diyldithioacetal (1427016-80-5) → 6-O-acetyl-2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyldithioacetal (1427016-82-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; methanol / dichloromethane / 20 °C

2: triethylamine / dichloromethane / 0 - 20 °C

With methanol; sulfuric acid; triethylamine; In dichloromethane;

DOI:10.1021/jo400130p

upstream raw materials:

2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyl dithioacetal

acetyl chloride

6-O-trityl-D-altrose propane-1,3-diyl dithioacetal

2,3,4,5-tetra-O-benzyl-6-O-trityl-D-altrose propane-1,3-diyldithioacetal

Downstream raw materials:

2,3,4,5-tetra-O-benzyl-D-altrose ethylene acetal

2,3,4,5-tetra-O-benzyl-6-deoxy-6-oxo-D-altrose ethyleneacetal

2,3,4,5-tetra-O-benzyl-6-deoxy-6-hydroxylamino-D-altrose ethylene acetal

(3R,4S,5R,6R)-3,4,5,6-tetrakis(benzyloxy)-3,4,5,6-tetrahydro-7H-azepine 1-oxide