Hydrochloric Acid → Ammonium Hydroxide

HRID 1367235ノート

反応式

HRID 1367235 の反応式
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

参加物

6

反応物 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

生成物 2

HCID 14923Ammonium HydroxideHCID 66973302HCID 66973302、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f423c372f145486ba62a7e92895fdb76
出典データセット
uspto-grants-2011_02
特許番号
US07893079B2

反応ノート

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