Technology Process of (1S,2S,3S)-3-Amino-2-benzyloxy-cyclohexanecarboxylic acid (1S,2R,3S)-3-benzyloxycarbonyl-1-isopropyl-2-methoxymethoxy-butyl ester
There total 20 articles about (1S,2S,3S)-3-Amino-2-benzyloxy-cyclohexanecarboxylic acid (1S,2R,3S)-3-benzyloxycarbonyl-1-isopropyl-2-methoxymethoxy-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 96 percent / Dess-Martin periodinane / CH2Cl2 / 2 h
2: 44 percent / LiAlH4 / diethyl ether / 2 h / -10 °C
3: 98 percent / DIEA / CH2Cl2 / 20 °C
4: 89 percent / HCO2H / Pd / methanol / 0.33 h
5: 47 percent / DMAP; DCC / toluene
6: 94 percent / Amberlyst 15 / methanol / 20 h
7: Dess-Martin reagent / CH2Cl2 / 4 h
8: NaClO2; 5percent NaH2PO4 / dimethylsulfoxide; acetonitrile
9: 94.1 mg / DMAP; DCC / CH2Cl2
10: Me3P; H2O / tetrahydrofuran; toluene / 1 h
With
dmap; sodium chlorite; lithium aluminium tetrahydride; formic acid; Amberlyst 15; water; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trimethylphosphane;
palladium;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile;
7: Dess-Martin oxidation;
DOI:10.1021/jo001640n
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 44 percent / LiAlH4 / diethyl ether / 2 h / -10 °C
2: 98 percent / DIEA / CH2Cl2 / 20 °C
3: 89 percent / HCO2H / Pd / methanol / 0.33 h
4: 47 percent / DMAP; DCC / toluene
5: 94 percent / Amberlyst 15 / methanol / 20 h
6: Dess-Martin reagent / CH2Cl2 / 4 h
7: NaClO2; 5percent NaH2PO4 / dimethylsulfoxide; acetonitrile
8: 94.1 mg / DMAP; DCC / CH2Cl2
9: Me3P; H2O / tetrahydrofuran; toluene / 1 h
With
dmap; sodium chlorite; lithium aluminium tetrahydride; formic acid; Amberlyst 15; water; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trimethylphosphane;
palladium;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile;
6: Dess-Martin oxidation;
DOI:10.1021/jo001640n
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 98 percent / DIEA / CH2Cl2 / 20 °C
2: 89 percent / HCO2H / Pd / methanol / 0.33 h
3: 47 percent / DMAP; DCC / toluene
4: 94 percent / Amberlyst 15 / methanol / 20 h
5: Dess-Martin reagent / CH2Cl2 / 4 h
6: NaClO2; 5percent NaH2PO4 / dimethylsulfoxide; acetonitrile
7: 94.1 mg / DMAP; DCC / CH2Cl2
8: Me3P; H2O / tetrahydrofuran; toluene / 1 h
With
dmap; sodium chlorite; formic acid; Amberlyst 15; water; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trimethylphosphane;
palladium;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile;
5: Dess-Martin oxidation;
DOI:10.1021/jo001640n
