Dicyclohexylcarbodiimide → N-(N'-Acetylglycyl) sphingosine

HRID 440226ノート

反応式

HRID 440226 の反応式
[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]

参加物

5

反応物 3

HCID 10868DicyclohexylcarbodiimideHCID 10972AcetylglycineHCID 5280335Sphingosine

生成物 1

HCID 86749485N-(N'-Acetylglycyl) sphingosine

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c46a5798cad94c4fbbdc7f8551333d34
出典データセット
uspto-grants-1996_05
特許番号
US05519007

反応ノート

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