药物化学作业

一、简答

1, 什么是极性反转Umplung，举例说明？

2,什么是Micheal反应？说明其在药物合成中的应用.

3, 什么是烃化反应，按照反应机理烃化反应可分为那几种，举例说明？

4, 什么是合成子 Synthon, 举例说明?

5, 理想的保护基的基本要求有哪些？在药物合成中使用保护基的目的是什 6, 什么是Mannich反应？说明Mannich反应在有机合成中有哪些应用。二、写出下列反应的主要试剂及条件

1 )

2)

3)

么？

4)

5)

CH3(CH2)5COClAlCl3

CH3ClCH2CH2Cl, 0 oC6)

CH3CH3O

CHOCH3+C6H5NCHOPOCl390-95 oC7)

OOAlCl3OOOHOZn-HgHCl (gas)Zn-HgHCl (gas)OOHPPA8)

OO

> 2molPh3P=CHCH3H3CHCCHCH39)

O

ONaNO2 / H+HOCH2NH210)

CH3CH3

11)

MeHCOOH, HClMeNHCO2Etor DMF/POCl3MeNH

OHCMeCO2EtCH2(CO2H)2PiperidineHO2C-HC=HCMeNHMeCO2Et12)

13)

14)

15)

COCH3H3COOCH3OCH3+CH3COClAlCl3H3CO

OCH3OCH316)

OCH3OCH3H3COH3COCHOH3CODMF/POCl3H3CO17)H3COH3CO

CHOOHNaOH/C2H5BrOC2H5DMFPOClOC32H5H2NSCHCOCl3CH3OC2H5OCO2NaCONHSCH318)

OC2H5OCH3CO2Na

OOCH+CHCa(OH)2OH2O (excess)2HOH2C19)H2CCH2OH2OHOH

OHOHOdilute H2SO420)

三、写出下列反应的主要产物

1)

CH3CH3CHOCHOCH2CH(CH3)CHOCrO2Cl2CH3CH2CHOH2, Pd/CNaOH2)

CH3CH3CH3CH33)

NClCH2CONHSOCH3H2NONSCH2SCOOHSNCH2SCOOHNNCO2H+OCH3CONHSONDCCTHFNCH3NClCH2CONHNNNNCH3

CH2N（CH3)2NCH3CH2N(CH3)3NaNH2 / NH3NCH3CH34)

CH3OCH3OHPhNEt2reflux 2h5)

OCH3OCH3

6)

CH3Na2Cr2O7, H2OCOOH

7)

CH3COCH31. Br2,NaOH2. H+CH3CH3COOHCH3CH3COClAlCl3CH3CH38)

OCH3+NO2OH/H2OO2NCHOOCH3

9)

RRMnO2CCHCl3,25°HOOHHOO

10)

HOCH2OH(C5H5N)2CrO3CH2Cl225°CHOCHO

11)

12) OOCHOCNPCCNaOAcOOONaOHH3OOOCOOHOH

13)

(CO2C2H5)2or C2H5OCO2C2H5+C6H5CH2CNC2H5ONaC6H5HOCCOC2H5CN

14)

C6H5LiNClbenzene, heatN

15)

NCEtOOC180 oCNCEtOOC

16)

CH3CrO3/Ac2OH2SO4NO2NO2

CHO17)

+CHOOClCH2CO2CH3CH3ONaOCO2CH3H2O-OHOCO2H18)

C6H5CHO(C3H7CO)2OC3H7CO2KCOOHCCC2H5 H

19)

CH3NO2OCH3CrO2Cl2CS225°COCH3CHONO2

20)

OHOOHDMSO-DCCH3PO4RTH3COOH3CO

四、合成( 由指定原料合成产物,其它试剂自选.)

1.

CH3COOC2H5COOC2H5

C2H5C2.

CHOOCH2OHOCH3

五、机理(写出下列反应的反应机理）

Ph3P+RR1XXPh3PR1HRR2Ph3P=O+R3BaseORPh3PR1R2R3R1R