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

Glycolic Acid → HCID 44217839, 화합물

HRID 2037360
노트
인쇄 미리보기

반응식

HRID 2037360 반응식
[NH2:1][CH2:2][C@H:3]([OH:31])[CH2:4][O:5][C:6]1[C:11]([CH3:12])=[CH:10][C:9]([C:13]2[N:17]=[C:16]([C:18]3[CH:23]=[C:22]([CH2:24][CH:25]([CH3:27])[CH3:26])[CH:21]=[C:20]([CH3:28])[N:19]=3)[O:15][N:14]=2)=[CH:8][C:7]=1[CH2:29][CH3:30].C1C=CC2N(O)N=NC=2C=1.[C:42](O)(=[O:45])[CH2:43][OH:44].CCN=C=NCCCN(C)C.Cl>C1COCC1.C([O-])(O)=O.[Na+]>[CH2:29]([C:7]1[CH:8]=[C:9]([C:13]2[N:17]=[C:16]([C:18]3[CH:23]=[C:22]([CH2:24][CH:25]([CH3:26])[CH3:27])[CH:21]=[C:20]([CH3:28])[N:19]=3)[O:15][N:14]=2)[CH:10]=[C:11]([CH3:12])[C:6]=1[O:5][CH2:4][C@@H:3]([OH:31])[CH2:2][NH:1][C:43](=[O:44])[CH2:42][OH:45])[CH3:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 757Glycolic AcidHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 68628773(S)-1-amino-3-{2-ethyl-4-[5-(4-isobutyl-6-methyl-pyridin-2-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-propan-2-ol

생성물 1

HCID 44217839HCID 44217839, 화합물수율 86.7%

시약·촉매·용매

2
HCID 8028Tetrahydrofuran용매HCID 516892Sodium Bicarbonate용매

실험 절차

To a solution of (S)-1-amino-3-{2-ethyl-4-[5-(4-isobutyl-6-methyl-pyridin-2-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-propan-2-ol (36 mg, 86 μmol), HOBt (14 mg, 103 μmol) and glycolic acid (8 mg, 103 μmol) in THF (3 mL), EDC HCl (20 mg, 103 μmol) is added. The mixture is stirred at rt for 18 h before it is diluted with sat. aq. NaHCO3-solution and extracted twice with EA. The combined org. extracts are dried over MgSO4, filtered and concentrated. The crude product is purified by prep. TLC using DCM containing 11% of methanol to give the title compound (36 mg) as a pale yellow oil; LC-MS: tR=0.98 min, [M+H]+=483.21; 1H NMR (CDCl3): δ 0.98 (d, J=6.3 Hz, 6H), 1.31 (t, J=7.5 Hz, 3H), 1.97-2.08 (m, 1H), 2.38 (s, 3H), 2.59 (d, J=6.8 Hz, 2H), 2.69-2.78 (m, 5H), 2.81 (s br, 1H), 3.42 (s br, 1H). 3.48-3.57 (m, 2H), 3.74-3.93 (m, 2H), 4.17-4.25 (m, 3H), 7.05 (s br, 1H), 7.19 (s, 1H), 7.93 (s, 1H), 7.94 (s, 2H).

후처리

  1. extractionextracted twice with EA
  2. dry with materialextracts are dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude product is purified by prep

출처 및 근거

ORD 기록
ord-2a18635850be44188855017e413f3adc
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08575200B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트