Technology Process of (-)-(1R,2R,3R,5R,6R)-2-amino-3-(3-aminobenzyloxy)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester
There total 11 articles about (-)-(1R,2R,3R,5R,6R)-2-amino-3-(3-aminobenzyloxy)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: NaH / tetrahydrofuran / 20 °C
1.2: tetrahydrofuran / 20 °C
2.1: trifluoromethanesulfonic acid / CHCl3; cyclohexane / 30 °C
3.1: 100 mg / Me3P; H2O / tetrahydrofuran / 20 °C
4.1: 81 percent / Zn; AcOH / 3 h / 20 °C
With
trifluorormethanesulfonic acid; water; sodium hydride; acetic acid; zinc; trimethylphosphane;
In
tetrahydrofuran; chloroform; cyclohexane;
DOI:10.1021/jm0400294
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran; hexane / 1 h / -63 - 52 °C
1.2: 175 g / tetrahydrofuran; hexane / 2.5 h
2.1: 92.6 g / diisopropylethylamine; triphenylphosphine; Pd(OAc)2 / dimethylformamide / 5.5 h / 20 °C
3.1: 91 percent / aq. N-methylmorpholine N-oxide; OsO4 / acetonitrile / 1 h / 20 °C
4.1: SOCl2; Et3N / CH2Cl2 / 0.5 h / cooling
5.1: 109 g / aq. NaIO4; RuCl3 / CCl4; acetonitrile / 1 h / cooling
6.1: aq. NaN3 / dimethylformamide / 14 h / 50 °C
6.2: 91 percent / aq. H2SO4 / diethyl ether / 34 h / 20 °C
7.1: trifluoromethanesulfonic acid / CHCl3; cyclohexane / 30 °C
8.1: 100 mg / Me3P; H2O / tetrahydrofuran / 20 °C
9.1: 81 percent / Zn; AcOH / 3 h / 20 °C
With
ruthenium trichloride; palladium diacetate; sodium periodate; osmium(VIII) oxide; thionyl chloride; sodium azide; trifluorormethanesulfonic acid; water; acetic acid; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hexamethyldisilazane; zinc; trimethylphosphane;
In
tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; chloroform; cyclohexane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0400294
![(-)-(1R,2R,3R,5R,6R)-2-amino-3-(3-nitrobenzyloxy)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester](/Databaselist/images/loading.webp)
