反応 #741331

ord-171cd426d5c744b0a14a731425883ef1

反応方程式

CC1(CNC(=O)OCc2ccccc2)C=C(n2ccccc2=O)c2cc(C#N)ccc2O1
2-benzyloxycarbonylaminomethyl-2-methyl-4-(1,2-dihydro-2-oxo-1-pyridyl)-6-cyano3-chromene
CC1(CO)C=C(n2ccccc2=O)c2cc(C#N)ccc2O1
3-chromene
CC1(CO)C=C(n2ccccc2=O)c2cc(C#N)ccc2O1
2-hydroxymethyl-2-methyl-4-(1,2-dihydro2-oxo-1-pyridyl)-6-cyano-3-chromene
CC1(C(=O)OCc2ccccc2)Oc2ccc(C#N)cc2C(=O)C1CN
2-CBZ-aminomethyl-2-methyl-6-cyano-4-chromanone
OC1CCOc2ccccc21
4-chromanol
CC(=O)CNC(=O)OCc1ccccc1
1-benzyloxycarbonylamino-2-propanone
CC1(CN)C=C(n2ccccc2=O)c2cc(C#N)ccc2O1
2-aminomethyl-2-methyl-4-(1,2-dihydro-2-oxo-1-pyridyl)-6-cyano-3-chromene

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他1 bar until the calculated amount of H2 has been absorbed
  2. 2
    ろ過The mixture is filtered
  3. 3
    その他the solution is evaporated

実験手順

A solution of 1 g of 2-benzyloxycarbonylaminomethyl-2-methyl-4-(1,2-dihydro-2-oxo-1-pyridyl)-6-cyano3-chromene [obtainable from 1-benzyloxycarbonylamino-2-propanone ("1-CBZ-2-propanone") via 2-CBZ-aminomethyl-2-methyl-6-cyano-4-chromanone, the corresponding 4-chromanol, the corresponding 3-chromene and the corresponding 3,4-epoxide] in 20 ml of dioxane is hydrogenated on 0.5 g of 5% Pd-carbon at 20° C. and 1 bar until the calculated amount of H2 has been absorbed. The mixture is filtered, the solution is evaporated and 2-aminomethyl-2-methyl-4-(1,2-dihydro-2-oxo-1-pyridyl)-6-cyano-3-chromene is obtained.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05130322uspto-grants-1992_07