Dicyclohexylcarbodiimide → N-(N'-Acetylglycyl) sphingosine

HRID 482127노트

반응식

HRID 482127 반응식
[OH:1][CH2:2][C@@H:3]([C@@H:5](/[CH:7]=[CH:8]/[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[OH:6])[NH2:4].[C:22]([NH:25][CH2:26][C:27](O)=[O:28])(=[O:24])[CH3:23].C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)(Cl)Cl>[C:22]([NH:25][CH2:26][C:27]([NH:4][C@H:3]([C@@H:5](/[CH:7]=[CH:8]/[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[OH:6])[CH2:2][OH:1])=[O:28])(=[O:24])[CH3:23]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 10972AcetylglycineHCID 5280335Sphingosine

생성물 1

HCID 86749485N-(N'-Acetylglycyl) sphingosine

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

5.0 gr of sphingosine (16.70 mM), prepared according to Example 4, 2.1 gr of N-acetylglycine (18.37 mM) and 3.8 gr of dicyclohexylcarbodiimide (18.40 mM) are left to react in 150 cc of chloroform, under warm conditions overnight. The reaction mixture is placed in a freezer to precipitate. The urea is filtered, and the chloroform solution is washed with H2O. The raw material is purified by chromatography using a mixture of CH2Cl2 /ethyl acetate/CH3OH, 70:30:10 v/v/v.

후처리

  1. waitare left
  2. customto precipitate
  3. filtrationThe urea is filtered
  4. washthe chloroform solution is washed with H2O
  5. customThe raw material is purified by chromatography
  6. additiona mixture of CH2Cl2 /ethyl acetate/CH3OH, 70:30:10 v/v/v

출처 및 근거

ORD 기록
ord-a8a5b36237b34e708ce4fddf06792b27
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05792858

반응 노트

불러오는 중…