o-Nitrobenzenethiol → 2-nitrophenyl 2,3,4-tri-O-acetyl-1,5-dithio-beta-D-xylopyranoside

HRID 6008

反応式

HRID 6008 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[SH:10])([O-:3])=[O:2].[C:11]([O:14][C@@H:15]1[C@@H:20]([O:21][C:22](=[O:24])[CH3:23])[C@H:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:18][S:17][C@@H:16]1Br)(=[O:13])[CH3:12]>[O-2].[Zn+2]>[C:11]([O:14][C@@H:15]1[C@@H:20]([O:21][C:22](=[O:24])[CH3:23])[C@H:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:18][S:17][C@H:16]1[S:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])(=[O:13])[CH3:12]

参加物

4

反応物 2

HCID 21002o-NitrobenzenethiolHCID 109263142,3,4-tri-O-acetyl-5-thio-alpha-xylopyranosyl bromide

生成物 1

HCID 147953472-nitrophenyl 2,3,4-tri-O-acetyl-1,5-dithio-beta-D-xylopyranoside収率 58.5%

試薬・触媒・溶媒 1

HCID 3007857Zinc Oxide触媒

実験手順

If the procedure described in Preparation IV is followed starting from 6.1 g (39.3.10-3 mol) of 2-nitrobenzenethiol, 15.40 g (43.3.10-3 mol) of 2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide and 3.68 g (45.2.10-3 mol) of zinc oxide (ZnO), 9.87 g (yield: 58%) of the expected product are obtained.

出典と根拠

ORDレコード
ord-3e2d878ec29b4bfc9297a97ac3acc1b2
出典データセット
uspto-grants-1993_09
特許番号
US05246961

関連ノート

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