Ethanol → N-Methyl-1-Deoxynojirimycin

HRID 1759246ノート

反応式

HRID 1759246 の反応式
[CH2:1]([OH:12])[C@H:2]1[NH:7][CH:6](O)[C@H:5]([OH:9])[C@@H:4]([OH:10])[C@@H:3]1[OH:11].[CH2:13](O)C.C=O>O.[Pd]>[CH3:13][N:7]1[C@H:2]([CH2:1][OH:12])[C@@H:3]([OH:11])[C@H:4]([OH:10])[C@@H:5]([OH:9])[CH2:6]1

参加物

6

反応物 3

HCID 702EthanolHCID 712FormaldehydeHCID 65242(3R,4S,5R,6R)-6-(Hydroxymethyl)-2,3,4,5-piperidinetetrol

生成物 1

HCID 92381N-Methyl-1-Deoxynojirimycin収率 81%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 962Water溶媒

実験手順

179 mg of nojirimycin is dissolved in 20 ml of a 50% water-containing ethanol, followed by adding 1 ml of formalin, adding 100 mg of palladium on carbon catalyst and carrying out a catalytic reduction at ordinary temperature and under atmospheric pressure. The subsequent treatments are carried out in the same manner as in Example 2 to obtain 144 mg (81%) of N-methyl moranoline.

出典と根拠

ORDレコード
ord-e6756b2e29234c909cd9d3ae9183869f
出典データセット
uspto-grants-1982_07
特許番号
US04339585

反応ノート

読み込み中…