Sodium Azide → N-acetyl-4-azido-L-proline ethyl ester

HRID 1723901ノート

反応式

HRID 1723901 の反応式
[N-:1]=[N+:2]=[N-:3].[Na+].[CH2:5]([O:7][C:8](=[O:22])[C@@H:9]1[CH2:13][CH:12](OS(C)(=O)=O)[CH2:11][N:10]1[C:19](=[O:21])[CH3:20])[CH3:6]>CN(C=O)C>[CH2:5]([O:7][C:8](=[O:22])[C@@H:9]1[CH2:13][CH:12]([N:1]=[N+:2]=[N-:3])[CH2:11][N:10]1[C:19](=[O:21])[CH3:20])[CH3:6]

参加物

4

反応物 2

HCID 33557Sodium AzideHCID 86601300N-acetyl-4-mesyloxy-L-proline ethyl ester

生成物 1

HCID 86601301N-acetyl-4-azido-L-proline ethyl ester収率 99.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

243 g of sodium azide was added to a solution of 802 g of N-acetyl-4-mesyloxy-L-proline ethyl ester and 2.4 L of DMF, and the mixture was reacted at an inner temperature of 70° C. for 7 hours. The reaction solution was cooled, poured into ice water (4.8 L), and extracted with chloroform (3.2 L). The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure to obtain 644 g of N-acetyl-4-azido-L-proline ethyl ester as an oil.

後処理

  1. customthe mixture was reacted at an inner temperature of 70° C. for 7 hours
  2. temperatureThe reaction solution was cooled
  3. extractionextracted with chloroform (3.2 L)
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-586d54e2122745d09168a9b1fa7e8c8c
出典データセット
uspto-grants-2009_02
特許番号
US07485665B2

反応ノート

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