Trifluoroacetic acid → HCID 136381136, 화합물

HRID 53586노트

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HRID 53586 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][C:57]=2[CH3:58])[CH:53]([NH:59][C:60](=[O:74])[CH2:61][C:62]2[N:63]=[C:64]([C:67]4[C:72]([OH:73])=[CH:71][CH:70]=[CH:69][N:68]=4)[S:65][CH:66]=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:73][C:72]1[C:67]([C:64]2[S:65][CH:66]=[C:62]([CH2:61][C:60]([NH:59][CH:53]3[C:52](=[O:75])[N:51]4[CH:54]3[S:55][CH2:56][C:57]([CH3:58])=[C:50]4[C:48]([OH:49])=[O:47])=[O:74])[N:63]=2)=[N:68][CH:69]=[CH:70][CH:71]=1

참가 물질

6

반응물 4

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 136381123HCID 136381123, 화합물HCID 136381137HCID 136381137, 화합물

생성물 1

HCID 136381136HCID 136381136, 화합물수율 93%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

The procedure used for the preparation of 9a was repeated with 8l (167 mg, 0.279 mmol), Et3SiH (0.446 mL, 2.79 mmol), and trifluoroacetic acid (0.860 mL, 11.2 mmol) in dry ClCH2CH2Cl (6 mL) am 0° C. under nitrogen to give 9l (112 mg, 93%) as a yellowish solid after crystallization from THF/CH2Cl2 /hexane. mp 180° C. (dec); IR (KBr) 3540-2540 (br), 3280, 1774, 1725, 1661 cm-1 ; 1H NMR (DMSO-d6) δ1.97 (3H, s, CH3),3.30 (1H, d, J=18.0Hz), 3.51 (1H, d J=18.0 Hz), 3.79 (2H, s, CH2), 4.99 (1H, d, J=4.6 Hz), 5.56 (1H, dd, J=8.1 and 4.6 Hz), 7.37 (1H, dd, J=8.4 and 4.3 Hz), 7.44 (1H, dd, J=8.4 and 1.0 Hz), 7.58 (1H, s), 8.14 (1H, dd, J=4.3 and 1.0 Hz), 9.11 (1H, d, J=8.1 Hz, NH), 11.64 (1H, s, OH), 13.12 (1H, br s, CO2H); FDMS m/z 432 (M+), 433 (M+ +1); Anal. Calcd for C18H16N4O5S2 : C, 49.99; H, 3.73; N, 12.95. Found: C, 50.24; H, 3.58; N, 12.68.

후처리

  1. customam 0° C. under nitrogen

출처 및 근거

ORD 기록
ord-3ab2cd16915f47d1816e2bbb2758473f
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05620968

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