Hydrochloric Acid → (9-(4-(2-Hydroxyethyl)phenethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylthiazol-4-yl)methanone

HRID 1689204노트

반응식

HRID 1689204 반응식
Cl.[Si]([O:9][CH2:10][CH2:11][C:12]1[CH:38]=[CH:37][C:15]([CH2:16][CH2:17][N:18]2[CH2:36][CH2:35][C:21]3([O:26][CH2:25][CH2:24][N:23]([C:27]([C:29]4[N:30]=[C:31]([CH3:34])[S:32][CH:33]=4)=[O:28])[CH2:22]3)[CH2:20][CH2:19]2)=[CH:14][CH:13]=1)(C(C)(C)C)(C)C>CO>[OH:9][CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:16][CH2:17][N:18]2[CH2:36][CH2:35][C:21]3([O:26][CH2:25][CH2:24][N:23]([C:27]([C:29]4[N:30]=[C:31]([CH3:34])[S:32][CH:33]=4)=[O:28])[CH2:22]3)[CH2:20][CH2:19]2)=[CH:37][CH:38]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 57989178(9-(4-(2-(tert-Butyldimethylsilyloxy)ethyl)phenethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylthiazol-4-yl)methanone

생성물 1

HCID 57989159(9-(4-(2-Hydroxyethyl)phenethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylthiazol-4-yl)methanone

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Concentrated hydrochloric acid (0.5 mL) was added to a solution of (9-(4-(2-(tert-butyldimethylsilyloxy)ethyl)phenethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylthiazol-4-yl)methanone (example 5, step d) (0.3 g) in methanol (5 mL) and the resulting solution stirred for 1 h. The solvent was evaporated in vacuo and the residue azeotroped with toluene and redissolved in methanol (˜2 mL). The residue was diluted with methanol (10 mL) and applied to a SCX cartridge pre-wetted with methanol. The cartridge was washed with methanol (100 mL) and eluted with 1M ammonia in methanol solution (100 mL). The eluent was evaporated in vacuo to give the subtitled compound as a clear oil. Yield 0.2 g.

후처리

  1. customThe solvent was evaporated in vacuo
  2. customthe residue azeotroped with toluene
  3. dissolutionredissolved in methanol (˜2 mL)
  4. additionThe residue was diluted with methanol (10 mL)
  5. washThe cartridge was washed with methanol (100 mL)
  6. washeluted with 1M ammonia in methanol solution (100 mL)
  7. customThe eluent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-00ed91a40e704abfbb71a18fcf20ed3c
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148373B2

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