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

Citric Acid → 4-(4-(((2-((Tert-butoxy)carbonylamino)-1-(methoxycarbonyl)ethyl) amino)sulfonyl)-3,5-dimethylphenoxy)butanoic acid

HRID 1672094
노트
인쇄 미리보기

반응식

HRID 1672094 반응식
Cl[S:2]([C:5]1[C:17]([CH3:18])=[CH:16][C:8]([O:9][CH:10]([CH2:14][CH3:15])C(O)=O)=[CH:7][C:6]=1[CH3:19])(=[O:4])=[O:3].[NH2:20][C@H:21]([C:31]([O:33][CH3:34])=[O:32])[CH2:22][NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25].Cl.[C:36]([O-])([OH:38])=[O:37].[Na+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>O1CCOCC1.O.CCOC(C)=O>[C:27]([O:26][C:24]([NH:23][CH2:22][CH:21]([NH:20][S:2]([C:5]1[C:6]([CH3:19])=[CH:7][C:8]([O:9][CH2:10][CH2:14][CH2:15][C:36]([OH:38])=[O:37])=[CH:16][C:17]=1[CH3:18])(=[O:3])=[O:4])[C:31]([O:33][CH3:34])=[O:32])=[O:25])([CH3:30])([CH3:29])[CH3:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 311Citric AcidHCID 516892Sodium BicarbonateHCID 18334328methyl (2S)-2-amino-3-{[(tert-butoxy)carbonyl]amino}propanoate hydrochlorideHCID 866252004-(Chlorosulfonyl)-3,5-dimethylphenoxybutanoic acid2회

생성물 1

HCID 218814944-(4-(((2-((Tert-butoxy)carbonylamino)-1-(methoxycarbonyl)ethyl) amino)sulfonyl)-3,5-dimethylphenoxy)butanoic acid
수율 87%

시약·촉매·용매 3

HCID 962Water용매2회HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

실험 절차

A solution of the 4-(chlorosulfonyl)-3,5-dimethylphenoxybutanoic acid, 18 (2.50 g, 8.1 mmol) in dioxane (60.0 g) was added dropwise over a period of about 45 minutes to a mixture of H-Dap(Boc)-OMe.HCl (19) (1.66 g, 6.5 mmol) (Bachem) and NaHCO3 (8.21 g, 97.7 mmol) in water (20.0 g) at rt. Two hours after completion of the addition, the reaction mixture was concentrated in vacuo then water and citric acid (12.50 g, 10.0 eq.) were added. The crude product was extracted with EtOAc and the EtOAc layer was washed once with water. Concentration of the EtOAc layer gave 2.75 g of 20 (87% yield based on 19, 69% based on 18).

후처리

  1. additionTwo hours after completion of the addition
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. extractionThe crude product was extracted with EtOAc
  4. washthe EtOAc layer was washed once with water

출처 및 근거

ORD 기록
ord-92bf9ef567e44a5a8925e81d2dcb8267
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07998462B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트