2,3,4,5-tetra-O-benzyl-6-deoxy-6,6-(ethylene-1,2-dioxy)-D-altrose propane-1,3-diyl dithioacetal

Base Information

Chemical Name:2,3,4,5-tetra-O-benzyl-6-deoxy-6,6-(ethylene-1,2-dioxy)-D-altrose propane-1,3-diyl dithioacetal
CAS No.:1427016-89-4
Molecular Formula:C₃₉H₄₄O₆S₂
Molecular Weight:672.907
Hs Code.:

Synonyms:2,3,4,5-tetra-O-benzyl-6-deoxy-6,6-(ethylene-1,2-dioxy)-D-altrose propane-1,3-diyl dithioacetal

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Chemical Property of 2,3,4,5-tetra-O-benzyl-6-deoxy-6,6-(ethylene-1,2-dioxy)-D-altrose propane-1,3-diyl dithioacetal

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Technology Process of 2,3,4,5-tetra-O-benzyl-6-deoxy-6,6-(ethylene-1,2-dioxy)-D-altrose propane-1,3-diyl dithioacetal

There total 5 articles about 2,3,4,5-tetra-O-benzyl-6-deoxy-6,6-(ethylene-1,2-dioxy)-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: 92.0%

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

: 107-21-1
ethylene glycol

: 1427016-89-4
2,3,4,5-tetra-O-benzyl-6-deoxy-6,6-(ethylene-1,2-dioxy)-D-altrose propane-1,3-diyl dithioacetal

Guidance literature:: With toluene-4-sulfonic acid; In toluene; for 1h; Reflux;
DOI:10.1021/jo400130p

Reference yield:

: 173206-94-5
D-altrose propane-1,3-diyl dithioacetal

: 1427016-89-4
2,3,4,5-tetra-O-benzyl-6-deoxy-6,6-(ethylene-1,2-dioxy)-D-altrose propane-1,3-diyl dithioacetal

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap / pyridine / 48 h / 35 °C

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

2.2: 20 °C

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

4.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.33 h / -70 °C

4.2: 1.25 h / -70 - 20 °C

5.1: toluene-4-sulfonic acid / toluene / 1 h / Reflux

With methanol; dmap; oxalyl dichloride; sulfuric acid; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jo400130p

Reference yield:

: 1427016-80-5
2,3,4,5-tetra-O-benzyl-6-O-trityl-D-altrose propane-1,3-diyldithioacetal

: 1427016-89-4
2,3,4,5-tetra-O-benzyl-6-deoxy-6,6-(ethylene-1,2-dioxy)-D-altrose propane-1,3-diyl dithioacetal

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.33 h / -70 °C

2.2: 1.25 h / -70 - 20 °C

3.1: toluene-4-sulfonic acid / toluene / 1 h / Reflux

With methanol; oxalyl dichloride; sulfuric acid; toluene-4-sulfonic acid; In dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/jo400130p