NH Eo2C~人 6-E1/2 1-Chlor-2-methyl-1-(piperidin-l-yDpropen aus iso- Buttersaurepiperidid N N EtN 6-El/2 O C
O EtO2C O + O NH NH 6-E1/2 1-Chlor-2-methyl-1-(piperidin-1-yl)propen aus isoButtersäurepiperidid O N Cl N Cl Cl N Et 3N 6-E1/2 Cl Cl O O O N O N Cl Cl O O O Cl O O Cl N
CO,/-CO Cl Et3N HEtaN 6-E3N-Boc-L-Alanin-(N-methoxy-N-methylamid aus N-Boc L-Alanin 6-E4(S)-4(tert-Butoxycarbony lamino)-1-pentin-3-on aus N- Boc-L-Alanin-(N-methoxy-N-methylamid(6-E3) BOcNH 1)CICOOCH3 BOCNHA H3C 2)CH3ONHCH3 CH? Ch 6-E3 BOcNH ≡*NH2CH2CH2NH 6-E4
O O Cl N O O Cl O Cl N O Cl -CO2 /-CO Cl N Cl H Et3N Cl N -HEt3N 6-E3N-Boc-L-Alanin-(N-methoxy-N-methylamid aus N-BocL-Alanin 6-E4(S)-4-(tert-Butoxycarbonylamino)-1-pentin-3-on aus NBoc-L-Alanin-(N-methoxy-N-methylamid (6-E3) O OH H3C BocNH O N CH3 BocNH OCH3 CH3 1) ClCOOCH3 2) CH3ONHCH3 O CH3 BocNH [Li *NH2CH2CH2NH2 ] 6-E3 6-E4
OMe BOcNH OMe BOcNH HC BocNH BOCNH CO,/-HOMe 3C BOcNHSXC BOcNH R BOCNH CH OI 3 CH3 OMe CH3 CI 6-E3 ⊙ OCH3 BOCNH OCH3 CH3 CH3 *NH, CHCH,NH, BOcH BocNH OCH3 CH
O OH H3C BocNH Cl O OMe O O H3C BocNH H O Cl OMe O O H3C BocNH O OMe +Cl +H -CO2 /-HOMe O H3C BocNH Cl NH Me OMe O CH3 BocNH Cl NH OMe Me -Cl -H CH3 BocNH NH OMe Me O O N CH3 BocNH OC H3 CH3 6-E3 O N CH3 BocNH OCH3 CH3 6-E3 Li *NH2CH2CH2NH2 O N BocNH OCH3 CH3 6-E3 Li NH2 NH2 H O N BocNH OCH3 CH3 H O CH3 BocNH 6-E4
6-FIL-Pheny lalaninmethy lester-hydrochlorid aus L Phenylalanin Ph SOCl/Meoh OMe NC N H O-S-CI S HN cl O-S-Cl Meoh Ph N OMe Me
6-F1L-Phenylalaninmethylester-hydrochlorid aus LPhenylalanin Cl SOCl2 /MeOH H3N CO2 Ph H3N Ph O OMe 6-F1 H3N Ph O O S O Cl Cl H3N Ph O O Cl S O Cl H3N Ph O O Cl S O Cl H3N Ph O Cl Cl MeOH H3N Ph O Cl O Me H Cl -HCl H3N Ph O O Cl Me H3N Ph OMe O Cl -SO2
6-F2 N-(Benzyloxycarbonyl)-L-asparaginsaure aus L Asparaginsaure 6-F3 N-Benzyloxycarbony))-L-asparaginsaureanhydrid aus N-Benzyloxycarbonyl-L-asparaginsaure(6-F2 6-F4 N-( Benzyloxycarbonyl)-aspartam aus N (Benzyloxycarbonyl)-L-asparaginsaureanhydrid(6-F3)und L Pheny lalaninmethylester(6-F1) D)MgO/H,O/Et,O NH OH 2)PhCHOCOCI Ph、O.NH OH 3)HCI OH 06-F2 O、NH Ac,O OMe P H2N (aus H O CO2H 6-F4 MgO H2N mco N OH
6-F2 N-(Benzyloxycarbonyl)-L-asparaginsäure aus LAsparaginsäure 6-F3 N-(Benzyloxycarbonyl)-L-asparaginsäureanhydrid aus N-Benzyloxycarbonyl-L-asparaginsäure (6-F2) 6-F4 N-(Benzyloxycarbonyl)-aspartam aus N- (Benzyloxycarbonyl)-L-asparaginsäureanhydrid (6-F3) und LPhenylalaninmethylester (6-F1) 2) PhCH2OCOCl 1) MgO/H2O/Et2O OH OH O O NH2 OH OH O O O NH O Ph O NH O Ph O O O Ac2O H2N Ph O OMe N H Ph O OMe O CO2H NH (aus 6-F1) O O 6-F2 3) HCl 6-F4 Ph OH OH O O NH2 Ph O O Cl MgO -H2O O O O O H2N Mg