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

Base Information

• Chemical Name: 2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyl dithioacetal
• CAS No.: 1427016-81-6
• Molecular Formula: C₃₇H₄₂O₅S₂
• Molecular Weight: 630.869
• Mol file: 1427016-81-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about 2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyl 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: 86.0%

2,3,4,5-tetra-O-benzyl-6-O-trityl-D-altrose propane-1,3-diyldithioacetal (1427016-80-5) → 2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyl dithioacetal (1427016-81-6)

Guidance literature:

With methanol; sulfuric acid; In dichloromethane; at 20 ℃;

DOI:10.1021/jo400130p

Reference yield:

6-O-trityl-D-altrose propane-1,3-diyl dithioacetal (1427016-79-2) → 2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyl dithioacetal (1427016-81-6)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1021/jo400130p

Reference yield: 90.0%

2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyl dithioacetal (1427016-81-6) → 2,3,4,5-tetra-O-benzyl-6-deoxy-6-oxo-D-altrose propane-1,3-diyl dithioacetal (1427016-88-3)

Guidance literature:

2,3,4,5-tetra-O-benzyl-D-altrose propane-1,3-diyl dithioacetal; With oxalyl dichloride; In dichloromethane; dimethyl sulfoxide; at -70 ℃; for 0.333333h;

With triethylamine; In dichloromethane; dimethyl sulfoxide; at -70 - 20 ℃; for 1.25h;

DOI:10.1021/jo400130p

upstream raw materials:

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:

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

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

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