Technology Process of dibenzyl (3aR,4S,5S,7R,7aS)-4-hydroxy-4-vinylhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate
There total 7 articles about dibenzyl (3aR,4S,5S,7R,7aS)-4-hydroxy-4-vinylhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: hydrogenchloride / methanol; water / 6 h / Reflux
2.1: sodium hydrogencarbonate / water / 0.33 h
2.2: 16 h / 0 - 25 °C
3.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 5 h / 50 °C / Inert atmosphere
3.2: 1 h / 50 °C
3.3: 20 °C
4.1: sodium periodate / methanol / 0 - 25 °C / Inert atmosphere; Darkness
4.2: 13 h / 40 °C / Inert atmosphere
5.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 50 °C / Inert atmosphere
6.1: tetrahydrofuran / 4 h / -78 - 25 °C / Inert atmosphere
With
hydrogenchloride; sodium periodate; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
5.1: Dess-Martin oxidation;
DOI:10.1002/cbic.201000591
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: sodium periodate / methanol / 0 - 25 °C / Inert atmosphere; Darkness
1.2: 13 h / 40 °C / Inert atmosphere
2.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 50 °C / Inert atmosphere
3.1: tetrahydrofuran / 4 h / -78 - 25 °C / Inert atmosphere
With
sodium periodate; sodium hydrogencarbonate; Dess-Martin periodane;
In
tetrahydrofuran; methanol; dichloromethane;
2.1: Dess-Martin oxidation;
DOI:10.1002/cbic.201000591
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 5 h / 50 °C / Inert atmosphere
1.2: 1 h / 50 °C
1.3: 20 °C
2.1: sodium periodate / methanol / 0 - 25 °C / Inert atmosphere; Darkness
2.2: 13 h / 40 °C / Inert atmosphere
3.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 50 °C / Inert atmosphere
4.1: tetrahydrofuran / 4 h / -78 - 25 °C / Inert atmosphere
With
sodium periodate; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
3.1: Dess-Martin oxidation;
DOI:10.1002/cbic.201000591