Hydrochloric Acid → N-[2-(2-Propyl)-1,2,3,4-tetrahydroisoquinoline-7-sulphonyl]-3-cyano-(S)-phenylalanine

HRID 1289483노트

반응식

HRID 1289483 반응식
[OH-].[Na+].C([O:5][C:6](=[O:34])[C@H:7]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([C:32]#[N:33])[CH:27]=1)[NH:8][S:9]([C:12]1[CH:21]=[C:20]2[C:15]([CH2:16][CH2:17][N:18]([CH:22]([CH3:24])[CH3:23])[CH2:19]2)=[CH:14][CH:13]=1)(=[O:11])=[O:10])C.Cl.CCOCC>O1CCOCC1>[CH3:24][CH:22]([N:18]1[CH2:17][CH2:16][C:15]2[C:20](=[CH:21][C:12]([S:9]([NH:8][C@H:7]([C:6]([OH:34])=[O:5])[CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([C:32]#[N:33])[CH:27]=3)(=[O:11])=[O:10])=[CH:13][CH:14]=2)[CH2:19]1)[CH3:23]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 22885593N-[2-(2-Propyl)-1,2,3,4-tetrahydroisoquinoline-7-sulphonyl]-3-cyano-(S)-phenylalanine ethyl ester

생성물 1

HCID 67568068N-[2-(2-Propyl)-1,2,3,4-tetrahydroisoquinoline-7-sulphonyl]-3-cyano-(S)-phenylalanine수율 83.3%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

1M Aqueous sodium hydroxide solution (6.0 ml, 6 mmol) was added to a stirred solution of N-[2-(2-propyl)-1,2,3,4-tetrahydroisoquinoline-7-sulphonyl]-3-cyano-(S)-phenylalanine ethyl ester (Preparation 25; 1.0 g, 2.19 mmol) in 1,4-dioxan (6.0 ml). After 2.5 hours at room temperature, the reaction mixture was neutralised using 1M hydrochloric acid (6.0 ml) and evaporated to dryness under reduced pressure. The residue was extracted successively with dichloromethane and a mixture of dichloromethane:2-propanol (9:1), then the combined extracts evaporated under reduced pressure to provide a material which, on trituration with ether, gave the title compound as a white powder (780 mg). Rf 0.06 (SS 3). m/e 428 (M+H)+.

후처리

  1. customevaporated to dryness under reduced pressure
  2. extractionThe residue was extracted successively with dichloromethane
  3. additiona mixture of dichloromethane:2-propanol (9:1)
  4. customthe combined extracts evaporated under reduced pressure
  5. customto provide a material which

출처 및 근거

ORD 기록
ord-a74a522180714381a1f3d2b82df06609
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05750520

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