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

HRID 1723901노트

반응식

HRID 1723901 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-586d54e2122745d09168a9b1fa7e8c8c
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07485665B2

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