Dicyclohexylcarbodiimide → N-(N'-Acetylglycyl) sphingosine

HRID 440226노트

반응식

HRID 440226 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-c46a5798cad94c4fbbdc7f8551333d34
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05519007

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