HCID 68563692, 화합물 → 5-(R)-[2-(S)-Amino-1-(S)-hydroxy-3-(3-hydroxyphenyl)-propyl]-2-(R)-(2,2-dimethylpropoxy)-3-(S)-methylmorpholine-4-carboxylic acid tert-butyl ester

HRID 20351

반응식

HRID 20351 반응식
[C:1]([O:5][C:6]([N:8]1[C@@H:13]([C@@H:14]([O:46]CC2C=CC=CC=2)[C@H:15]([N:31](CC2C=CC=CC=2)CC2C=CC=CC=2)[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([O:23]CC3C=CC=CC=3)[CH:18]=2)[CH2:12][O:11][C@@H:10]([O:54][CH2:55][C:56]([CH3:59])([CH3:58])[CH3:57])[C@@H:9]1[CH3:60])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>C(O)(C)(C)C.[OH-].[OH-].[Pd+2]>[C:1]([O:5][C:6]([N:8]1[C@@H:13]([C@@H:14]([OH:46])[C@@H:15]([NH2:31])[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([OH:23])[CH:18]=2)[CH2:12][O:11][C@@H:10]([O:54][CH2:55][C:56]([CH3:59])([CH3:58])[CH3:57])[C@@H:9]1[CH3:60])=[O:7])([CH3:2])([CH3:4])[CH3:3]

참가 물질

5

반응물 2

HCID 68563692HCID 68563692, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 685615745-(R)-[2-(S)-Amino-1-(S)-hydroxy-3-(3-hydroxyphenyl)-propyl]-2-(R)-(2,2-dimethylpropoxy)-3-(S)-methylmorpholine-4-carboxylic acid tert-butyl ester수율 104.2%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 6386tert-Butanol용매

실험 절차

Dissolve 5-(R)-[1-(S)-benzyloxy-3-(3-benzyloxyphenyl)-2-(R)-dibenzylaminopropyl]-2-(R)-(2,2-dimethylpropoxy)-3-(S)-methylmorpholine-4-carboxylic acid tert-butyl ester (1.38 g, 1.70 mmol) in tert-butanol (˜50 mL). Add 20% palladium hydroxide on carbon (4 g) and hydrogenate at 50 psi hydrogen gas at 40° C. for 18 hours. Filter and concentrate to give the desired compound (802 mg).

후처리

  1. filtrationFilter
  2. concentrationconcentrate

출처 및 근거

ORD 기록
ord-f603027a811c4124b583d7961476ec7f
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745438B2

연결된 노트

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