2,3,4-tri-O-acetyl-5-thio-alpha-xylopyranosyl bromide → 2,4-dicyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-beta-D-xylopyranoside

HRID 6021

反応式

HRID 6021 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[SH:11])[C:6]#[N:7])#[N:2].[C:12]([O:15][C@@H:16]1[C@@H:21]([O:22][C:23](=[O:25])[CH3:24])[C@H:20]([O:26][C:27](=[O:29])[CH3:28])[CH2:19][S:18][C@@H:17]1Br)(=[O:14])[CH3:13]>[O-2].[Zn+2]>[C:12]([O:15][C@@H:16]1[C@@H:21]([O:22][C:23](=[O:25])[CH3:24])[C@H:20]([O:26][C:27](=[O:29])[CH3:28])[CH2:19][S:18][C@H:17]1[S:11][C:10]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[C:1]#[N:2])(=[O:14])[CH3:13]

参加物

4

反応物 2

HCID 109263142,3,4-tri-O-acetyl-5-thio-alpha-xylopyranosyl bromideHCID 147953364-Sulfanylbenzene-1,3-dicarbonitrile

生成物 1

HCID 147953632,4-dicyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-beta-D-xylopyranoside収率 47.9%

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 1.6 g (9.73.10-3 mol) of 3-cyano-4-mercaptobenzonitrile, 4.07 g (11.45.10-3 mol) of 2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide and 0.84 g (10.10-3 mol) of zinc oxide (ZnO), 2.08 g (yield: 47%) of the expected product are obtained.

出典と根拠

ORDレコード
ord-d94fb37375fe483b836d9caf4ed1219f
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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