Technology Process of (1S,4'S,5R,5'S,6S)-4-amino-4-cyano-6-fluoro-4',5'-diphenylspiro[bicyclo[3.1.0]hexane-2,2'-[1,3]dioxolane]-6-carboxamide
There total 9 articles about (1S,4'S,5R,5'S,6S)-4-amino-4-cyano-6-fluoro-4',5'-diphenylspiro[bicyclo[3.1.0]hexane-2,2'-[1,3]dioxolane]-6-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 91 percent / VO(acac)2; tert-butyl hydroperoxide / toluene; decane / 0 - 40 °C
2.1: 93 percent / imidazole / dimethylformamide / 2.67 h / 5 - 20 °C
3.1: 96 percent / Et3Al; LHMDS / tetrahydrofuran; hexane / 6 h / -60 °C
4.1: NaClO; RuCl3*H2O / acetonitrile; H2O / 3 h / 0 °C
5.1: 1.28 kg / HCl / H2O / 3.5 h / 22 - 24 °C
6.1: 93 percent / TfOH / CH2Cl2 / -20 - -10 °C
7.1: 91.6 percent / NaClO; RuCl3*H2O; AcOH / acetonitrile; H2O / 2 h / 0 - 3.5 °C
8.1: NH3; MeOH; Ti(i-PrO)4 / 4 h / 20 - 23 °C
8.2: 1.64 kg / methanol / 16 h / -4.5 °C
With
1H-imidazole; titanium(IV) isopropylate; hydrogenchloride; methanol; tert.-butylhydroperoxide; ruthenium trichloride; sodium hypochlorite; bis(acetylacetonate)oxovanadium; trifluorormethanesulfonic acid; ammonia; triethylaluminum; acetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; decane; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
8.1: Strecker reaction / 8.2: Strecker reaction;
DOI:10.1021/jo0511187
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 93 percent / imidazole / dimethylformamide / 2.67 h / 5 - 20 °C
2.1: 96 percent / Et3Al; LHMDS / tetrahydrofuran; hexane / 6 h / -60 °C
3.1: NaClO; RuCl3*H2O / acetonitrile; H2O / 3 h / 0 °C
4.1: 1.28 kg / HCl / H2O / 3.5 h / 22 - 24 °C
5.1: 93 percent / TfOH / CH2Cl2 / -20 - -10 °C
6.1: 91.6 percent / NaClO; RuCl3*H2O; AcOH / acetonitrile; H2O / 2 h / 0 - 3.5 °C
7.1: NH3; MeOH; Ti(i-PrO)4 / 4 h / 20 - 23 °C
7.2: 1.64 kg / methanol / 16 h / -4.5 °C
With
1H-imidazole; titanium(IV) isopropylate; hydrogenchloride; methanol; ruthenium trichloride; sodium hypochlorite; trifluorormethanesulfonic acid; ammonia; triethylaluminum; acetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
7.1: Strecker reaction / 7.2: Strecker reaction;
DOI:10.1021/jo0511187
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 93 percent / TfOH / CH2Cl2 / -20 - -10 °C
2.1: 91.6 percent / NaClO; RuCl3*H2O; AcOH / acetonitrile; H2O / 2 h / 0 - 3.5 °C
3.1: NH3; MeOH; Ti(i-PrO)4 / 4 h / 20 - 23 °C
3.2: 1.64 kg / methanol / 16 h / -4.5 °C
With
titanium(IV) isopropylate; methanol; ruthenium trichloride; sodium hypochlorite; trifluorormethanesulfonic acid; ammonia; acetic acid;
In
dichloromethane; water; acetonitrile;
3.1: Strecker reaction / 3.2: Strecker reaction;
DOI:10.1021/jo0511187