Hydrochloric Acid → Z-Ser(But)-Ser(But)-OMe

HRID 1904033ノート

反応式

HRID 1904033 の反応式
[NH:1]([C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])[C@H:2]([C:9]([OH:11])=O)[CH2:3][O:4][C:5]([CH3:8])([CH3:7])[CH3:6].Cl.[NH2:23][C@H:24]([C:31]([O:33][CH3:34])=[O:32])[CH2:25][O:26][C:27]([CH3:30])([CH3:29])[CH3:28].C(N1CCOCC1)C.C1C=CC2N(O)N=NC=2C=1.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[NH:1]([C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])[C@H:2]([C:9]([NH:23][C@H:24]([C:31]([O:33][CH3:34])=[O:32])[CH2:25][O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:11])[CH2:3][O:4][C:5]([CH3:6])([CH3:7])[CH3:8]

参加物

8

反応物 6

HCID 313Hydrochloric AcidHCID 7525EthylmorpholineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 1715617Z-Ser(tBu)-OHHCID 7018830(S)-Methyl 2-amino-3-(tert-butoxy)propanoate

生成物 1

HCID 131713446Z-Ser(But)-Ser(But)-OMe

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To 4.43 g of Z-Ser(But)-OH and 3.18 g of HCl.H-Ser(But)-OMe in 30 ml of dimethylformamide are added at 0° 1.89 ml of N-ethylmorpholine, 2.29 g of HOBt and 3.4 g of dicyclohexylcarbodiimide. After standing for 2 hours at 0° and for 15 hours at 20°, the resulting product is filtered off, the filtrate is concentrated by evaporation and taken up in ethyl acetate. After extraction of the solution with sodium bicarbonate, dilute hydrochloric acid and water, the solution is concentrated by evaporation to leave as oil Z-Ser(But)-Ser(But)-OMe; Rf (toluene/acetone 1:1)=0.70.

後処理

  1. filtrationthe resulting product is filtered off
  2. concentrationthe filtrate is concentrated by evaporation
  3. extractionAfter extraction of the solution with sodium bicarbonate, dilute hydrochloric acid and water
  4. concentrationthe solution is concentrated by evaporation

出典と根拠

ORDレコード
ord-648a931901cb4480963112ae3a3deab9
出典データセット
uspto-grants-1984_03
特許番号
US04439425

反応ノート

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