D-1,4-Dithiothreitol → 5-(2-{[(2S*,3S*)-2,3-dihydroxy-4-mercaptobutyl]thio}-2-thien-3-ylethyl)-2-(4-fluorophenyl)-2-methylfuran-3(2H)-one

HRID 50018노트

반응식

HRID 50018 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:21])[C:12](=[O:13])[CH:11]=[C:10](/[CH:14]=[CH:15]/[C:16]3[CH:20]=[CH:19][S:18][CH:17]=3)[O:9]2)=[CH:4][CH:3]=1.[CH2:22]([SH:29])[C@@H:23]([OH:28])[C@H:24]([OH:27])[CH2:25][SH:26]>>[OH:27][C@@H:24]([C@H:23]([OH:28])[CH2:22][SH:29])[CH2:25][S:26][CH:15]([C:16]1[CH:20]=[CH:19][S:18][CH:17]=1)[CH2:14][C:10]1[O:9][C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)([CH3:21])[C:12](=[O:13])[CH:11]=1

참가 물질

3

반응물 2

HCID 446094D-1,4-DithiothreitolHCID 15086707(E)-2-(4-fluorophenyl)-2-methyl-5-[2-(3-thienyl)ethenyl]-3(2H)-furanone

생성물 1

HCID 101151255-(2-{[(2S*,3S*)-2,3-dihydroxy-4-mercaptobutyl]thio}-2-thien-3-ylethyl)-2-(4-fluorophenyl)-2-methylfuran-3(2H)-one

실험 절차

Following the procedure of Method C, Example 1, (E)-2-(4-fluorophenyl)-2-methyl-5-[2-(3-thienyl)ethenyl]-3(2H)-furanone was reacted with 1,4-dithio-DL-threitol to give 5-(2-{[(2S*,3S*)-2,3-dihydroxy-4-mercaptobutyl]thio}-2-thien-3-ylethyl)-2-(4-fluorophenyl)-2methylfuran-3(2H)-one: 1H NMR (DMSO-d6) δ1.53, 1.57 and 1.60 (overlapped singlets, 3H), 4.60 (m, 1H), 5.56 and 5.57 (overlapped singlets, 1H), 7.12-7.60 (m, 7H); MS (LR-ESI) m/z 455 (M+H calcd. for C21H24FO4S3 455).

출처 및 근거

ORD 기록
ord-b91d4a129fa646798f6cec1ebc5927ea
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06710078B2

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