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Trifluoroacetic acid → 1-[2(R)-tert-Butoxycarbonylamino-3-triphenylmethylthiopropyl]-2(S)-(2-(1-propoxy)ethyl)-4-(8-quinolinylcarbonyl)piperazine

HRID 1598463
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HRID 1598463 반응식
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[CH:17]=[CH:18][CH:19]=[C:20]3[C:25]=2[N:24]=[CH:23][CH:22]=[CH:21]3)=[O:15])[CH2:10][C@@H:9]1[CH2:26][CH2:27][O:28][CH2:29][CH2:30][CH3:31])=O)(C)(C)C.FC(F)(F)C(O)=O.FC(F)(F)C([O-])=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[C:60]([O:64][C:65]([NH:67][C@@H:68]([CH2:71][S:72][C:73]([C:86]1[CH:91]=[CH:90][CH:89]=[CH:88][CH:87]=1)([C:80]1[CH:85]=[CH:84][CH:83]=[CH:82][CH:81]=1)[C:74]1[CH:79]=[CH:78][CH:77]=[CH:76][CH:75]=1)[CH:69]=O)=[O:66])([CH3:63])([CH3:62])[CH3:61]>ClCCl.ClC(Cl)C>[C:60]([O:64][C:65]([NH:67][C@@H:68]([CH2:71][S:72][C:73]([C:74]1[CH:75]=[CH:76][CH:77]=[CH:78][CH:79]=1)([C:86]1[CH:91]=[CH:90][CH:89]=[CH:88][CH:87]=1)[C:80]1[CH:85]=[CH:84][CH:83]=[CH:82][CH:81]=1)[CH2:69][N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[CH:17]=[CH:18][CH:19]=[C:20]3[C:25]=2[N:24]=[CH:23][CH:22]=[CH:21]3)=[O:15])[CH2:10][C@@H:9]1[CH2:26][CH2:27][O:28][CH2:29][CH2:30][CH3:31])=[O:66])([CH3:63])([CH3:62])[CH3:61]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 6422Trifluoroacetic acidHCID 84468TrifluoroacetateHCID 5049666Sodium triacetoxyborohydrideHCID 10388929N-Boc-S-trityl-(L)-cysteinalHCID 228841251-tert-butoxycarbonyl-2(S)-(2-(1-propoxy)ethyl)-4-(8-quinolinylcarbonyl)piperazine

생성물 1

HCID 22884109
1-[2(R)-tert-Butoxycarbonylamino-3-triphenylmethylthiopropyl]-2(S)-(2-(1-propoxy)ethyl)-4-(8-quinolinylcarbonyl)piperazine

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 63651,1-Dichloroethane용매

실험 절차

The product of Step B (0.330 g, 0.772 mmol) was first treated with trifluoroacetic acid (10 mL) in dichloromethane (10 mL); the crude trifluoroacetate salt was then reacted with sodium triacetoxyborohydride (0.653 g, 3.09 mmol), 2(R)-tert-butoxycarbonylamino-3-triphenylmethylthiopropanal (0.415 g, 0.927 mmol) in dichloroethane (15 mL) in the presence of crashed molecular sieves following the procedure described in Example 1, Step D. The title compound was obtained as a gum (0.572 g).

출처 및 근거

ORD 기록
ord-b5652c382adf404e94a25a00aef561ea
출처 데이터셋
uspto-grants-1998_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05736539

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