Dichloromethane → (2S)-isobutyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate

HRID 408973

반응식

HRID 408973 반응식
S(C1C=CC(C)=CC=1)([O-])(=O)=O.[NH2:12][C@@H:13]([CH3:21])[C:14]([O:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[O:15].[P:22](Cl)(Cl)(=[O:34])[O:23][C:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1.C(Cl)[Cl:38]>>[Cl:38][C:25]1[CH:26]=[CH:27][C:28]2[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:24]=1[O:23][P:22](=[N:12][C@@H:13]([CH3:21])[C:14]([O:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[O:15])=[O:34]

참가 물질

5

반응물 4

HCID 6344DichloromethaneHCID 85570p-ToluenesulfonateHCID 5756311-DichlorophosphoryloxynaphthaleneHCID 137435562-methylpropyl (2S)-2-aminopropanoate

생성물 1

HCID 66778743(2S)-isobutyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate

실험 절차

Using the general procedure for synthesizing naphthyl (aminoacid ester) phosphorochloridates, the tosylate salt of (S)-isobutyl 2-aminopropanoate (2.5 g), naphthalen-1-yl phosphorodichloridate (2.06 g), TEA (2.19 mL) and DCM (50 mL) were combined to give (2S)-isobutyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate as a crude pale yellow thick oil. The crude compound was taken forward without further purification.

후처리

  1. customfor synthesizing naphthyl (aminoacid ester) phosphorochloridates

출처 및 근거

ORD 기록
ord-01f4de3f1ec5446fa281653c52750d37
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759318B2

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