Technology Process of (3aR,5S,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-5-carbaldehyde
There total 10 articles about (3aR,5S,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-5-carbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)methanol;
With
oxalyl dichloride;
dimethyl sulfoxide;
In
dichloromethane;
at -20 ℃;
for 4h;
With
triethylamine;
In
dichloromethane;
at -78 - -50 ℃;
for 1h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium carbonate; methanol / 20 °C
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C
2.2: 2 h / 20 °C
3.1: zinc(II) chloride; acetic acid / 2 h / 0 - 20 °C
4.1: potassium carbonate; methanol / 8 h / 30 °C
5.1: oxalyl dichloride / dimethyl sulfoxide / dichloromethane / 4 h / -20 °C
5.2: 1 h / -78 - -50 °C
With
methanol; oxalyl dichloride; sodium hydride; potassium carbonate; acetic acid; zinc(II) chloride;
dimethyl sulfoxide;
In
dichloromethane; N,N-dimethyl-formamide; mineral oil;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C
1.2: 2 h / 20 °C
2.1: zinc(II) chloride; acetic acid / 2 h / 0 - 20 °C
3.1: potassium carbonate; methanol / 8 h / 30 °C
4.1: oxalyl dichloride / dimethyl sulfoxide / dichloromethane / 4 h / -20 °C
4.2: 1 h / -78 - -50 °C
With
methanol; oxalyl dichloride; sodium hydride; potassium carbonate; acetic acid; zinc(II) chloride;
dimethyl sulfoxide;
In
dichloromethane; N,N-dimethyl-formamide; mineral oil;