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

HRID 1904033노트

반응식

HRID 1904033 반응식
[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]

참가 물질

8

반응물 6

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-648a931901cb4480963112ae3a3deab9
출처 데이터셋
uspto-grants-1984_03
특허 번호
US04439425

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