Triethylamine → 2-Benzyl-2-formamidoacetic acid methyl ester

HRID 1821633

反応式

HRID 1821633 の反応式
[CH:1](OCC#N)=[O:2].Cl.[CH3:8][O:9][C:10](=[O:20])[C@H:11]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[NH2:12].C(N(CC)CC)C>ClCCl>[CH:1]([NH:12][CH:11]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:10]([O:9][CH3:8])=[O:20])=[O:2]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 75736Methyl L-phenylalaninate hydrochlorideHCID 4205685(Formyloxy)acetonitrile

生成物 1

HCID 5955292-Benzyl-2-formamidoacetic acid methyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

反応条件

温度
0 °C

実験手順

Cyanomethyl formate (Aldrich, Order No. 453579, 5.05 g, 59.3 mmole) was suspended together with the phenylalanine methyl ester hydrochloride (Aldrich, Order No. 525472, 12.80 g, 59.3 mmole) in 80 ml dichloromethane and cooled to 0° C. in an ice bath. Triethylamine (6.01 g, 59.3 mmole) dissolved in 15 ml of dichloromethane was then added and the mixture was stirred for 16 hours at room temperature. A clear solution formed. In order to work up the mixture the latter was diluted with 100 ml of dichloromethane and washed firstly with 200 ml of saturated NaHCO3 solution and then twice with saturated NaCl solution. The organic phase was dried over magnesium sulfate and concentrated by evaporation. The product obtained was used without further purification for the next stage.

後処理

  1. additionwas then added
  2. customA clear solution formed
  3. washwashed firstly with 200 ml of saturated NaHCO3 solution
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. concentrationconcentrated by evaporation
  6. customThe product obtained
  7. customwas used without further purification for the next stage

出典と根拠

ORDレコード
ord-f55b2bd79a4941678b2e99a6a610d7b7
出典データセット
uspto-grants-2009_10
特許番号
US07608619B2

関連ノート

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