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

Dicyclohexylcarbodiimide → Nalpha-Benzyloxycarbonyl-Nepsilon-(tert.-butyloxycarbo nylglycyl)-L-lysine

HRID 1085078
노트
인쇄 미리보기

반응식

HRID 1085078 반응식
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:18]([OH:20])=[O:19])[CH2:13][CH2:14][CH2:15][CH2:16][NH2:17])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21]([O:25][C:26]([NH:28][CH2:29][C:30](O)=[O:31])=[O:27])([CH3:24])([CH3:23])[CH3:22].ON1C2C=CC=CC=2N=N1.C1(N=C=NC2CCCCC2)CCCCC1>C1COCC1.CN(C=O)C.C(N(CC)CC)C>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:18]([OH:20])=[O:19])[CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:30](=[O:31])[CH2:29][NH:28][C:26]([O:25][C:21]([CH3:23])([CH3:22])[CH3:24])=[O:27])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 10868DicyclohexylcarbodiimideHCID 75172N-alpha-Benzyloxycarbonyl-L-lysineHCID 757711-HydroxybenzotriazoleHCID 78288N-(tert-butoxycarbonyl)glycine

생성물 1

HCID 86744723Nalpha-Benzyloxycarbonyl-Nepsilon-(tert.-butyloxycarbo nylglycyl)-L-lysine

시약·촉매·용매 2

HCID 8471
Triethylamine
용매
HCID 21974620tetrahydrofuran N,N-dimethylformamide용매

실험 절차

9 g of Nα -benzyloxycarbonyl-L-lysine, 5.6 g of tert.-butyloxycarbonylglycine, 3.2 g of triethylamine, 4.9 g of 1-hydroxybenzotriazole and 7.9 g of N,N'-dicyclohexylcarbodiimide are stirred in 100 ml of THF/DMF (7:3) for 1 hour at 0° C. and over night at ambient temperature. After the urea has been filtered off the mixture is concentrated by evaporation, the residue is taken up in ethyl acetate, extracted with saturated KHSO4 solution, washed with water, dried over MgSO4 and concentrated by evaporation in vacuo. The residue is chromatographed over silica gel with methylene chloride/ethyl acetate/methanol (10:1:1). 12.5 g (100% of theory) are obtained in the form of a colourless oil.

후처리

  1. filtrationAfter the urea has been filtered off the mixture
  2. concentrationis concentrated by evaporation
  3. extractionextracted with saturated KHSO4 solution
  4. washwashed with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated by evaporation in vacuo
  7. customThe residue is chromatographed over silica gel with methylene chloride/ethyl acetate/methanol (10:1:1)
  8. custom12.5 g (100% of theory) are obtained in the form of a colourless oil

출처 및 근거

ORD 기록
ord-a65e03c9bb7f4545a9f237ad60342ef3
출처 데이터셋
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05008273

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트