홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Triethylamine → (2R,5R)-5-[(1S,2S)-2-(Cyclopentanecarbonylamino)-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2(2,2-dimethylpropoxy)-morpholine-4-carboxylic acid tert-butyl ester

HRID 20482
노트
인쇄 미리보기

반응식

HRID 20482 반응식
[CH:1]1([C:6]([OH:8])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1.[C:32]([O:36][C:37]([N:39]1[C@@H:44]([C@@H:45]([OH:57])[C@@H:46]([NH2:56])[CH2:47][C:48]2[CH:53]=[C:52]([F:54])[CH:51]=[C:50]([F:55])[CH:49]=2)[CH2:43][O:42][C@@H:41]([O:58][CH2:59][C:60]([CH3:63])([CH3:62])[CH3:61])[CH2:40]1)=[O:38])([CH3:35])([CH3:34])[CH3:33].C(N(CC)CC)C>ClCCl>[C:32]([O:36][C:37]([N:39]1[C@@H:44]([C@@H:45]([OH:57])[C@@H:46]([NH:56][C:6]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)=[O:8])[CH2:47][C:48]2[CH:49]=[C:50]([F:55])[CH:51]=[C:52]([F:54])[CH:53]=2)[CH2:43][O:42][C@@H:41]([O:58][CH2:59][C:60]([CH3:63])([CH3:62])[CH3:61])[CH2:40]1)=[O:38])([CH3:33])([CH3:35])[CH3:34]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 8471TriethylamineHCID 18840Cyclopentanecarboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 68560376(2R,5R)-5-[(1S,2S)-2-Amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-(2,2-dimethylpropoxy)-morpholine-4-carboxylic acid tert-butyl ester

생성물 1

HCID 68561969
(2R,5R)-5-[(1S,2S)-2-(Cyclopentanecarbonylamino)-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2(2,2-dimethylpropoxy)-morpholine-4-carboxylic acid tert-butyl ester
수율 98.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Stir cyclopentanecarboxylic acid (0.01 mL, 0.12 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCl) (0.02 g, 0.12 mmol) and 1-hydroxybenzotriazole monohydrate (HOBT) (0.02 g, 0.12 mmol) in dichloromethane (1 mL) at room temperature for 30 minutes. Add (2R,5R)-5-[(1S,2S)-2-amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-(2,2-dimethylpropoxy)-morpholine-4-carboxylic acid tert-butyl ester (0.05 g, 0.11 mmol) in dichloromethane (1 mL) and triethylamine (0.06 mL, 0.44 mmol) and stir at room temperature overnight. Wash with saturated aqueous sodium bicarbonate, dry (magnesium sulfate), filter, concentrate and purify (silica gel chromatography, eluting with 80:20 hexane:ethyl acetate), to give the desired compound as white solid (0.06 g, 98%).

후처리

  1. washWash with saturated aqueous sodium bicarbonate
  2. dry with materialdry (magnesium sulfate)
  3. filtrationfilter
  4. concentrationconcentrate
  5. custompurify
  6. wash(silica gel chromatography, eluting with 80:20 hexane:ethyl acetate)

출처 및 근거

ORD 기록
ord-3bd97f8c08bd461d95b0c12b8c50c45e
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07745438B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트