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

Acetic Acid → tert-butyl (3R,4R,5S)-1-(3-aminopyridin-4-yl)-4-(tert-butyldimethylsilyloxy)-5-methylpiperidin-3-ylcarbamate

HRID 924430
노트
인쇄 미리보기

반응식

HRID 924430 반응식
[Si:1]([O:8][C@@H:9]1[C@@H:14]([CH3:15])[CH2:13][N:12]([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][C:17]=2[N+:22]([O-])=O)[CH2:11][C@H:10]1[NH:25][C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].CC(O)=O>CCOC(C)=O.[Fe]>[NH2:22][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][C:16]=1[N:12]1[CH2:13][C@H:14]([CH3:15])[C@@H:9]([O:8][Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2])[C@H:10]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])[CH2:11]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 59226604tert-butyl (3R,4R,5S)-4-(tert-butyldimethylsilyloxy)-5-methyl-1-(3-nitropyridin-4-yl)piperidin-3-ylcarbamate

생성물 1

HCID 59226553tert-butyl (3R,4R,5S)-1-(3-aminopyridin-4-yl)-4-(tert-butyldimethylsilyloxy)-5-methylpiperidin-3-ylcarbamate수율 510.6%

시약·촉매·용매 2

HCID 23925Iron촉매
HCID 8857
Ethyl Acetate
용매

실험 절차

A mixture of tert-butyl [(3R,4R,5S)-4-{[tert-butyl(dimethyl)silyl]oxy}-5-methyl-1-(3-nitropyridin-4-yl)piperidin-3-yl]carbamate (130 mg, 0.279 mmol), AcOH (10.0 mL, 176 mmol) and iron powder (558 mg, 1.00 mmol) was stirred at room temperature for 2 h. The mixture was diluted with 30 mL of EtOAc and filtered through a pad of diatomaceous earth and the filtrate was then concentrated under reduced pressure. The resulting residue was diluted with EtOAc and then washed with aq. Na2CO3 solution and 0.2 M NaOH. The organic extract was concentrated under reduced pressure to give 0.622 g of the sub-title compound as a brown solid. LCMS calc. for C22H41N4O3Si (M+H)+: m/z=437.3. found: 437.1.

후처리

  1. filtrationfiltered through a pad of diatomaceous earth
  2. concentrationthe filtrate was then concentrated under reduced pressure
  3. additionThe resulting residue was diluted with EtOAc
  4. washwashed with aq. Na2CO3 solution and 0.2 M NaOH
  5. extractionThe organic extract
  6. concentrationwas concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-ac8eed765ca74bcfa9f4d0d143c3a82b
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278950B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트