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

1,2-Dichloroethane → Methyl 1-[(2-(s)-hydroxy-3-methylbutanoylamino)methyl]cyclopentanecarboxylate

HRID 51069
노트
인쇄 미리보기

반응식

HRID 51069 반응식
[OH:1][C@@H:2]([CH:6]([CH3:8])[CH3:7])[C:3](O)=[O:4].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl.[NH2:23][CH2:24][C:25]1([C:30]([O:32][CH3:33])=[O:31])[CH2:29][CH2:28][CH2:27][CH2:26]1.CCN(C(C)C)C(C)C>C(Cl)Cl.CN(C=O)C.O>[OH:1][C@@H:2]([CH:6]([CH3:8])[CH3:7])[C:3]([NH:23][CH2:24][C:25]1([C:30]([O:32][CH3:33])=[O:31])[CH2:29][CH2:28][CH2:27][CH2:26]1)=[O:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 853180(S)-2-Hydroxy-3-methylbutanoic acidHCID 13285792Methyl 1-(aminomethyl)cyclopentanecarboxylate

생성물 1

HCID 21303063Methyl 1-[(2-(s)-hydroxy-3-methylbutanoylamino)methyl]cyclopentanecarboxylate
수율 72.5%

시약·촉매·용매 2

HCID 962Water용매HCID 22350042dichloromethane N,N-dimethylformamide용매

실험 절차

To a solution of (S)-2-hydroxy-3-methyl-butyric acid (300 mg, 2.5 mmol) in CH2Cl2/DMF (5:1, 20 mL) at 0° C. was added HOBT (382 mg, 2.5 mmol) and EDC (477 mg, 2.5 mmol). The mixture was stirred for 10 min then methyl 1-(aminomethyl)cyclopentanecarboxylate (321 mg, 2.25 mmol) and iPr2NEt (0.5 mL, 2.5 mmol) were added and stirring was continued for 3 h. The reaction was diluted with water and extracted with EtOAc. The combined extracts were washed with water, 1N HCl, sat'd NaHCO3, dried over magnesium sulfate, concentrated, and purified using flash chromatography to give a white solid (420 mg, 72%). MS [M+H]+258.

후처리

  1. stirringstirring
  2. waitwas continued for 3 h
  3. extractionextracted with EtOAc
  4. washThe combined extracts were washed with water, 1N HCl
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. custompurified

출처 및 근거

ORD 기록
ord-3800ba581a5841069c09c3bf0abe7ef9
출처 데이터셋
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06713476B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트