Technology Process of (1S,2R,1'R,2'R)-2'-[(4R,5R)-4,5-Bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolan-2-yl]-bicyclopropyl-2-carboxylic acid
There total 5 articles about (1S,2R,1'R,2'R)-2'-[(4R,5R)-4,5-Bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolan-2-yl]-bicyclopropyl-2-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
ruthenium trichloride; sodium periodate;
In
tetrachloromethane; water; acetonitrile;
at 20 ℃;
for 3h;
DOI:10.1021/jo0056601
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: TPAP; NMO; 4 Angstroem MS / CH2Cl2 / 12 h / 20 °C
2.1: NaH / tetrahydrofuran / 1 h / 0 °C
2.2: 19.56 g / tetrahydrofuran / 12 h / 20 °C
3.1: 97 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / -78 - 20 °C
4.1: (R,R)-N,N'-ditosylcyclohexane-1,2-diamine; Et2Zn / CH2Cl2; hexane / 0.17 h / 0 °C
4.2: ZnI2 / CH2Cl2 / 0.08 h / 0 °C
4.3: Et2Zn / CH2Cl2 / 12 h / 20 °C
5.1: 79 percent / RuCl3*3H2O; NaIO4 / CCl4; H2O; acetonitrile / 3 h / 20 °C
With
ruthenium trichloride; sodium periodate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 Angstroem MS; diethylzinc; sodium hydride; diisobutylaluminium hydride; (R,R)-1,2-bis(tosylamino)cyclohexane;
In
tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; water; acetonitrile;
2.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo0056601
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: NaH / tetrahydrofuran / 1 h / 0 °C
1.2: 19.56 g / tetrahydrofuran / 12 h / 20 °C
2.1: 97 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / -78 - 20 °C
3.1: (R,R)-N,N'-ditosylcyclohexane-1,2-diamine; Et2Zn / CH2Cl2; hexane / 0.17 h / 0 °C
3.2: ZnI2 / CH2Cl2 / 0.08 h / 0 °C
3.3: Et2Zn / CH2Cl2 / 12 h / 20 °C
4.1: 79 percent / RuCl3*3H2O; NaIO4 / CCl4; H2O; acetonitrile / 3 h / 20 °C
With
ruthenium trichloride; sodium periodate; diethylzinc; sodium hydride; diisobutylaluminium hydride; (R,R)-1,2-bis(tosylamino)cyclohexane;
In
tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; water; acetonitrile;
1.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo0056601
![(4R,5R,1'R,2'R,1''S,2''R)-2-{2-[2-hydroxymethylcyclopropyl]cyclopropyl}-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolane](/Databaselist/images/loading.webp)
