Hydrochloric Acid → Ammonium Hydroxide

HRID 1367235노트

반응식

HRID 1367235 반응식
Cl.C([S@@]([NH:8][C@H:9]([C:31]1[CH:36]=[C:35]([F:37])[CH:34]=[C:33]([F:38])[CH:32]=1)[CH2:10][CH2:11][C@@:12]1([C:27]([O:29]C)=O)[CH2:16][CH2:15][CH2:14][N:13]1[C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18])=[O:7])(C)(C)C.C(N(CC)CC)C>CO>[NH4+:8].[OH-:7].[F:38][C:33]1[CH:32]=[C:31]([C@@H:9]2[CH2:10][CH2:11][C@@:12]3([N:13]([C:17]([O:19][CH2:20][C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=4)=[O:18])[CH2:14][CH2:15][CH2:16]3)[C:27](=[O:29])[NH:8]2)[CH:36]=[C:35]([F:37])[CH:34]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 866257451-Benzyl 2-methyl (2R)-2-[(3S)-3-{[(S)-tert-butylsulfinyl]amino}-3-(3,5-difluorophenyl)propyl]pyrrolidine-1,2-dicarboxylate

생성물 2

HCID 14923Ammonium HydroxideHCID 66973302HCID 66973302, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

HCl (g) was bubbled through a solution of 1-benzyl 2-methyl (2R)-2-[(3S)-3-{[(S)-tert-butylsulfinyl]amino}-3-(3,5-difluorophenyl)propyl]pyrrolidine-1,2-dicarboxylate from Step C (1.02 g, 1.90 mmol) in MeOH (25 mL) at 0° C. for 1 min. After stirring for 1 h, the reaction mixture was concentrated to dryness in vacuo. To the crude product suspended in toluene (25 mL) was added triethylamine (2.12 mL, 15.2 mmol), and the reaction mixture was heated to reflux for 66 h. The reaction mixture was concentrated in vacuo and the crude product was purified by silica gel chromatography, eluting with a gradient of CH2Cl2:MeOH:NH4OH—100:0:0 to 95:5:1, to give the title compound. MS: m/z=401 (M+1).

후처리

  1. concentrationthe reaction mixture was concentrated to dryness in vacuo
  2. temperaturethe reaction mixture was heated
  3. temperatureto reflux for 66 h
  4. concentrationThe reaction mixture was concentrated in vacuo
  5. customthe crude product was purified by silica gel chromatography
  6. washeluting with a gradient of CH2Cl2

출처 및 근거

ORD 기록
ord-f423c372f145486ba62a7e92895fdb76
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07893079B2

반응 노트

불러오는 중…