Dimercaprol → 5-[2-[(3-hydroxy-2-mercaptopropyl)thio]-2-(3-thienyl)ethyl]-2-methyl-2-phenylfuran-3(2H)-one

HRID 50025

反応式

HRID 50025 の反応式
[CH3:1][C:2]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:6](=[O:7])[CH:5]=[C:4](/[CH:8]=[CH:9]/[C:10]2[CH:14]=[CH:13][S:12][CH:11]=2)[O:3]1.[SH:21][CH:22]([CH2:25][SH:26])[CH2:23][OH:24]>>[OH:24][CH2:23][CH:22]([SH:21])[CH2:25][S:26][CH:9]([C:10]1[CH:14]=[CH:13][S:12][CH:11]=1)[CH2:8][C:4]1[O:3][C:2]([CH3:1])([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:6](=[O:7])[CH:5]=1

参加物

3

反応物 2

HCID 3080DimercaprolHCID 11300541(E)-2-methyl-2-phenyl-5-[2-(3-thienyl)ethenyl]-3(2H)-furanone

生成物 1

HCID 102014065-[2-[(3-hydroxy-2-mercaptopropyl)thio]-2-(3-thienyl)ethyl]-2-methyl-2-phenylfuran-3(2H)-one

実験手順

According to the procedure of Method A, Example 1, (E)-2-methyl-2-phenyl-5-[2-(3-thienyl)ethenyl]-3(2H)-furanone was reacted with 2,3-dimercapto-1-propanol to provide 5-[2-[(3-hydroxy-2-mercaptopropyl)thio]-2-(3-thienyl)ethyl]-2-methyl-2-phenylfuran-3(2H)-one: 1H NMR (CDCl3) δ1.65 (m, 1H) and overlapping 1.65 and 1.68 (singlets, 3H), 1.92 (br s with fine structure, 1H), 2.65-2.80 (m, 2H), 2.89 (br s with fine structure, 1H), 3.10-3.28 (m, 2H), 4.43-4.60 (m, 1H), 5.38, 5.40 and 5.41 (singlets, 1H), 7.13-7.20 (m, 2H), 7.25-7.43 (m, 6H); MS (LR-ESI) m/z 407 (M+H calcd. for C20H23NO3S3 407).

出典と根拠

ORDレコード
ord-09b279e71b3243718ad1a0cffaeb0c3c
出典データセット
uspto-grants-2004_03
特許番号
US06710078B2

関連ノート

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