Diketene → N-acetoacetyl-L-aspartyl-L-phenylalanine methyl ester

HRID 325273

反応式

HRID 325273 の反応式
[CH2:1]=[C:2]1[O:6][C:4](=[O:5])[CH2:3]1.[CH3:7][O:8][C:9](=[O:27])[C@H:10]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[NH:11][C:12](=[O:19])[C@H:13]([CH2:15][C:16](=[O:18])[OH:17])[NH2:14]>O1CCCC1>[CH3:7][O:8][C:9](=[O:27])[C@H:10]([CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[NH:11][C:12](=[O:19])[C@H:13]([CH2:15][C:16](=[O:17])[OH:18])[NH:14][C:4](=[O:5])[CH2:3][C:2]([CH3:1])=[O:6]

参加物

4

反応物 2

HCID 12661Diketene2 回HCID 134601Aspartame

生成物 1

HCID 13334676N-acetoacetyl-L-aspartyl-L-phenylalanine methyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4.5 parts of diketene were added dropwise to a stirred suspension of 14.7 parts α-L-aspartyl-L-phenylalanine methyl ester in 400 parts by volume of tetrahydrofuran and stirred for 20 hours at ambient temperatures. An additional 4.2 parts of diketene was added. After 18 hours, the solvent was removed under vacuum and the residue was purified by chromotography on silica gel to give N-acetoacetyl-α-L-aspartyl-L-phenylalanine methyl ester, mp. 118.5°-121° C. which eluted in a 10:90:0.1 ethanol:methylene chloride:acetic acid mixture.

後処理

  1. waitAfter 18 hours
  2. customthe solvent was removed under vacuum
  3. customthe residue was purified by chromotography on silica gel

出典と根拠

ORDレコード
ord-b2881bece4c24faa94fa579e10d8d880
出典データセット
uspto-grants-1984_04
特許番号
US04440677

関連ノート

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