Technology Process of (3aR,8aS)-benzyl 3,3a-dihydro-2H-furo[2,3-b]indole-8(8aH)-carboxylate
There total 5 articles about (3aR,8aS)-benzyl 3,3a-dihydro-2H-furo[2,3-b]indole-8(8aH)-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride;
In
toluene;
for 4h;
Inert atmosphere;
Reflux;
DOI:10.1021/ol5004109
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
3.1: (R)-1,1'-binaphthyl-2,2'-phosphoric acid; C15H17F6N2(1+)*Br2*BF4(1-); 2C15H17F6N2(1+)*3BF4(1-)*Br(1+); sodium carbonate / toluene / 2 h / 0 °C / Inert atmosphere; Enzymatic reaction
4.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 4 h / Inert atmosphere; Reflux
With
2,2'-azobis(isobutyronitrile); C15H17F6N2(1+)*Br2*BF4(1-); 2C15H17F6N2(1+)*3BF4(1-)*Br(1+); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; (R)-1,1'-binaphthyl-2,2'-phosphoric acid; sodium hydride; sodium carbonate;
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/ol5004109
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
3.1: (R)-1,1'-binaphthyl-2,2'-phosphoric acid; C15H17F6N2(1+)*Br2*BF4(1-); 2C15H17F6N2(1+)*3BF4(1-)*Br(1+); sodium carbonate / toluene / 2 h / 0 °C / Inert atmosphere; Enzymatic reaction
4.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 4 h / Inert atmosphere; Reflux
With
2,2'-azobis(isobutyronitrile); C15H17F6N2(1+)*Br2*BF4(1-); 2C15H17F6N2(1+)*3BF4(1-)*Br(1+); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; (R)-1,1'-binaphthyl-2,2'-phosphoric acid; sodium hydride; sodium carbonate;
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/ol5004109