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Dimethylamine → HCID 28165234、化合物

HRID 2172686
ノート
印刷プレビュー

反応式

HRID 2172686 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]([CH3:13])[C:10](O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].C1CC[CH:17]([N:20]=[C:21]=NC2CCCCC2)CC1.CNC>C(Cl)Cl>[C:1]([O:5][C:6](=[O:7])[NH:8][C@@H:9]([C:10](=[O:11])[N:20]([CH3:21])[CH3:17])[CH3:13])([CH3:4])([CH3:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 674DimethylamineHCID 10868DicyclohexylcarbodiimideHCID 637606BOC-D-alanine

生成物 1

HCID 28165234HCID 28165234、化合物収率 76%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (R)-2-tert-Butoxycarbonylamino-propionic acid (1.78 g, 9.43 mmol) in DCM (7.85 mL) was added portion wise DCC (2.14 g, 10.37 mmol) cooled in an ice bath. After stirring at room temperature for 30 min, dimethylamine (2 M in THF) (6.13 mL, 12.25 mmol) was added. The resulting solution was stirred overnight (18 h) until reaction was completed. The reaction mixture was filtered through silica gel and eluted with Ethyl acetate. Then the filtrate was evaporated off. The solvent was removed to yield (1.71 g, 7.12 mmol, 76% yield, 90% purity) ((R)-1-Dimethylcarbamoyl-ethyl)-carbamic acid tert-butyl ester as a yellow oil. The product was used in the next step without further purification.

後処理

  1. temperaturecooled in an ice bath
  2. stirringThe resulting solution was stirred overnight (18 h)
  3. customuntil reaction
  4. filtrationThe reaction mixture was filtered through silica gel
  5. washeluted with Ethyl acetate
  6. customThen the filtrate was evaporated off
  7. customThe solvent was removed

出典と根拠

ORDレコード
ord-11e319770c644f299b9baba76b30b38f
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09056843B2

反応ノート

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