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Trifluoroacetic acid → 2-{4-(2-(Azetidin-1-yl)-6-({(2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl}sulfanyl)-3,5-dicyanopyridin-4-yl)phenoxy}ethyl L-lysyl-L-alaninate bis(trifluoroacetate)

HRID 1968344
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HRID 1968344 반응식
C(OC([NH:8][C@H:9]([C:22]([NH:24][C@H:25]([C:27]([O:29][CH2:30][CH2:31][O:32][C:33]1[CH:38]=[CH:37][C:36]([C:39]2[C:44]([C:45]#[N:46])=[C:43]([S:47][CH2:48][C:49]3[N:50]=[C:51]([C:54]4[CH:59]=[CH:58][C:57]([Cl:60])=[CH:56][CH:55]=4)[S:52][CH:53]=3)[N:42]=[C:41]([N:61]3[CH2:64][CH2:63][CH2:62]3)[C:40]=2[C:65]#[N:66])=[CH:35][CH:34]=1)=[O:28])[CH3:26])=[O:23])[CH2:10][CH2:11][CH2:12][CH2:13][NH:14]C(OC(C)(C)C)=O)=O)(C)(C)C.[F:67][C:68]([F:73])([F:72])[C:69]([OH:71])=[O:70]>ClCCl>[F:67][C:68]([F:73])([F:72])[C:69]([OH:71])=[O:70].[F:67][C:68]([F:73])([F:72])[C:69]([OH:71])=[O:70].[NH2:8][C@H:9]([C:22]([NH:24][C@H:25]([C:27]([O:29][CH2:30][CH2:31][O:32][C:33]1[CH:38]=[CH:37][C:36]([C:39]2[C:44]([C:45]#[N:46])=[C:43]([S:47][CH2:48][C:49]3[N:50]=[C:51]([C:54]4[CH:55]=[CH:56][C:57]([Cl:60])=[CH:58][CH:59]=4)[S:52][CH:53]=3)[N:42]=[C:41]([N:61]3[CH2:62][CH2:63][CH2:64]3)[C:40]=2[C:65]#[N:66])=[CH:35][CH:34]=1)=[O:28])[CH3:26])=[O:23])[CH2:10][CH2:11][CH2:12][CH2:13][NH2:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 866438482-{4-(2-(Azetidin-1-yl)-6-({(2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl}sulfanyl)-3,5-dicyanopyridin-4-yl)phenoxy}ethyl N2,N6-bis(tert-butoxycarbonyl)-L-lysyl-L-alaninate

생성물 1

HCID 568489822-{4-(2-(Azetidin-1-yl)-6-({(2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl}sulfanyl)-3,5-dicyanopyridin-4-yl)phenoxy}ethyl L-lysyl-L-alaninate bis(trifluoroacetate)

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

180 mg (0.188 mmol) of 2-{4-(2-(azetidin-1-yl)-6-({(2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl}sulfanyl)-3,5-dicyanopyridin-4-yl)phenoxy}ethyl N2,N6-bis(tert-butoxycarbonyl)-L-lysyl-L-alaninate (Example 3A) were initially charged in 5 ml dichloromethane. 1.0 ml (12.98 mmol) of trifluoroacetic acid was added, and the reaction solution was then stirred at RT for 30 min. The reaction solution was concentrated by evaporation and the residue was purified by preparative HPLC (acetonitrile/water+0.1% TFA). This gave 153 mg (83% of theory) of the target compound.

후처리

  1. concentrationThe reaction solution was concentrated by evaporation
  2. customthe residue was purified by preparative HPLC (acetonitrile/water+0.1% TFA)

출처 및 근거

ORD 기록
ord-3c09f7d64fb54de39872268d2a8a720f
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08420825B2

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