Water → HCID 57637085、化合物

HRID 1951216

反応式

HRID 1951216 の反応式
[OH:1][NH:2][C:3](=[NH:6])[CH2:4][CH3:5].[H-].[Na+].C(O[C:12](=O)[CH2:13][CH2:14][NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])C.O>CN(C=O)C>[C:19]([O:18][C:16](=[O:17])[NH:15][CH2:14][CH2:13][C:12]1[O:1][N:2]=[C:3]([CH2:4][CH3:5])[N:6]=1)([CH3:22])([CH3:21])[CH3:20]

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 15933116Ethyl 3-{[(tert-butoxy)carbonyl]amino}propanoateHCID 178458070HCID 178458070、化合物

生成物 1

HCID 57637085HCID 57637085、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

反応条件

温度
0 °C

実験手順

N-Hydroxy-propionamidine (0.10 g, 1.15 mmol) in DMF (2 ml) is added to a stirred suspension of sodium hydride (0.05 g of a 60% dispersion in oil, 1.26 mmol) in DMF (20 ml) in the presence of molecular sieves (0.1 g). The reaction flask is then immersed in a pre-heated oil bath at 50° C. and stirring continued for 5 min. 3-tert-Butoxycarbonylamino-propionic acid ethyl ester (0.25 g, 1.15 mmol) in DMF (2 ml) is added over 5 minutes. After 3 hours at 50° C. the mixture is cooled to 0° C. and water (3 ml) is added. The mixture is allowed to warm to room temperature then filtered through Celite™ filter material, washing with ethyl acetate, and the solvent is removed. Purification by chromatography, eluting with hexane:ethyl acetate (3:1) affords the titled compound.

後処理

  1. customThe reaction flask is then immersed in a pre-heated oil bath at 50° C.
  2. temperatureto warm to room temperature
  3. filtrationthen filtered through Celite™
  4. filtrationfilter material
  5. washwashing with ethyl acetate
  6. customthe solvent is removed
  7. customPurification by chromatography
  8. washeluting with hexane:ethyl acetate (3:1)

出典と根拠

ORDレコード
ord-8b1e53775502443b96afc3ec26fb82f0
出典データセット
uspto-grants-2013_03
特許番号
US08404684B2

関連ノート

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