Trifluoroacetic acid → HCID 136381128, 화합물

HRID 53582노트

반응식

HRID 53582 반응식
C(OCC1CSC2N(C(=O)C2NC(=O)CC2N=C(C3C=CC=CC=3O)SC=2)C=1C(O)=O)(=O)C.C1(C([O:47][C:48]([C:50]2[N:51]3[CH:54]([S:55][CH2:56][CH:57]=2)[CH:53]([NH:58][C:59](=[O:74])[CH2:60][C:61]2[N:62]=[C:63]([C:66]4[C:71]([OH:72])=[CH:70][CH:69]=[CH:68][C:67]=4[OH:73])[S:64][CH:65]=2)[C:52]3=[O:75])=[O:49])C2C=CC=CC=2)C=CC=CC=1.[SiH](CC)(CC)CC.FC(F)(F)C(O)=O>C(Cl)CCl>[OH:72][C:71]1[CH:70]=[CH:69][CH:68]=[C:67]([OH:73])[C:66]=1[C:63]1[S:64][CH:65]=[C:61]([CH2:60][C:59]([NH:58][CH:53]2[C:52](=[O:75])[N:51]3[CH:54]2[S:55][CH2:56][CH:57]=[C:50]3[C:48]([OH:49])=[O:47])=[O:74])[N:62]=1

참가 물질

6

반응물 4

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 136381123HCID 136381123, 화합물HCID 136381129HCID 136381129, 화합물

생성물 1

HCID 136381128HCID 136381128, 화합물수율 86.3%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

The procedure used for the preparation of 9a was repeated with 8g (145 mg, 0.242 mmol), Et3SiH (0.387 mL, 2.42 mmol), and trifluoroacetic acid (0.746 mL, 9.68 mmol) in dry ClCH2CH2Cl (6 mL) at 0° C. under nitrogen to give 9g (90.5 mg, 86%) as a white solid after crystallization from THF/CH2Cl2 /hexane. mp 165° C. (dec); IR (KBr) 3550-2550 (br), 3282, 1779, 1725, 1665, 1469, 1235 cm-1 ; 1H NMR (DMSO-d6) δ3.43-3.62 (2H, m), 3.76 (2H, s, CH2), 5.00 (1H, d, J=4.8 Hz), 5.67-5.73 (1H, m), 6.42 (3H, d, J=8.1 Hz), 7.07 (1H, t, J=8.1 Hz), 7.41 (1H, s), 9.11 (1H, d, J=8.2 Hz, NH), 12.17 (2H, br s, OH), 13.16 (1H, br s, CO2H); FDMS m/z 433 (M+), 434 (M+ +1); HRMS m/z Calcd for C18H16N3O6S2 (M+ +1): 434.0481, Found: 434.0448.

출처 및 근거

ORD 기록
ord-b47b0d6028b14c888e54f8ffae91f35b
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05620968

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