Trifluoroacetic acid → HCID 136381136、化合物

HRID 53586ノート

反応式

HRID 53586 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: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

参加物

6

反応物 4

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 136381123HCID 136381123、化合物HCID 136381137HCID 136381137、化合物

生成物 1

HCID 136381136HCID 136381136、化合物収率 93%

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 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.

後処理

  1. customam 0° C. under nitrogen

出典と根拠

ORDレコード
ord-3ab2cd16915f47d1816e2bbb2758473f
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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