Trifluoroacetic acid → HCID 136381130、化合物

HRID 53583ノート

反応式

HRID 53583 の反応式
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:75])[CH2:61][C:62]2[N:63]=[C:64]([C:67]4[C:72]([OH:73])=[CH:71][CH:70]=[CH:69][C:68]=4[OH:74])[S:65][CH:66]=2)[C:52]3=[O:76])=[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[CH:71]=[CH:70][CH:69]=[C:68]([OH:74])[C:67]=1[C:64]1[S:65][CH:66]=[C:62]([CH2:61][C:60]([NH:59][CH:53]2[C:52](=[O:76])[N:51]3[CH:54]2[S:55][CH2:56][C:57]([CH3:58])=[C:50]3[C:48]([OH:49])=[O:47])=[O:75])[N:63]=1

参加物

6

反応物 4

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 136381123HCID 136381123、化合物HCID 136381131HCID 136381131、化合物

生成物 1

HCID 136381130HCID 136381130、化合物収率 98%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

The procedure used for the preparation of 9a was repeated with 8h (169 mg, 0.276 mmol), Et3SiH (0.441 mL, 2.76 mmol), and trifluoroacetic acid (0.849 mL, 11.0 mmol) in dry ClCH2CH2Cl (6 mL) at 0° C. under nitrogen to give 9h (121 mg, 98%) as a white solid after crystallization from THF/hexane. mp 155° C. (dec); IR (KBr) 3500-2500 (br), 1768, 1670, 1467 cm-1 ; 1H NMR (DMSO-d6) δ1.97 (3H, s, CH3), 3.31 (1H, d, J=18.0 Hz), 3.51 (1H, d, J=18.0 Hz), 3.76 (2H, s, CH2), 5.00 (1H, d, J=4.5 Hz), 5.57 (1H, dd, J=8.0 and 4.5 Hz), 6.42 (2H, d, J=8.1 Hz), 7.07 (1H, t, J=8.1 Hz), 7.41 (1H, s), 9.07 (1H, d, J=8.0 Hz, NH), 12.20 (2H, br s, OH), 13.20 (1H, br s, CO2H); FDMS m/z 448 (M+ +1); HRMS m/z Calcd for C19H18N3O6S2 (M+ +1): 448.0637, Found: 448.0607.

出典と根拠

ORDレコード
ord-16b73a3ed91049e1a8cc7bc925ae9ac4
出典データセット
uspto-grants-1997_04
特許番号
US05620968

反応ノート

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