Diethylamine → (5-(N-Boc-N-2-picolylaminomethyl)pyrazine-2-carbonyl)-Ndelta-Cbz-L-ornithine

HRID 11851

反応式

HRID 11851 の反応式
[C:1]([NH:11][CH2:12][CH2:13][CH2:14][C@@H:15]([C:17]([OH:19])=[O:18])[NH2:16])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].C(NCC)C.CCN=C=NCCCN(C)C.Cl.[C:37]([N:44]([CH2:52][C:53]1[N:54]=[CH:55][C:56]([C:59](O)=[O:60])=[N:57][CH:58]=1)[CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][N:47]=1)([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38]>CN(C=O)C.CN(C1C=CN=CC=1)C>[C:37]([N:44]([CH2:52][C:53]1[N:54]=[CH:55][C:56]([C:59]([NH:16][C@H:15]([C:17]([OH:19])=[O:18])[CH2:14][CH2:13][CH2:12][NH:11][C:1]([O:3][CH2:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[O:2])=[O:60])=[N:57][CH:58]=1)[CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][N:47]=1)([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38]

参加物

7

反応物 4

HCID 8021DiethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 7009570H-Orn(Z)-OHHCID 219736525-(N-Boc-N-2-picolylaminomethyl)pyrazine-2-carboxylic Acid

生成物 1

HCID 86592263(5-(N-Boc-N-2-picolylaminomethyl)pyrazine-2-carbonyl)-Ndelta-Cbz-L-ornithine

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒3 回

実験手順

The compound obtained in Example 8-6 (160 mg) was dissolved in DMF (3.2 ml) and diethylamine (0.32 ml) was added. After one hour, the reaction solution was concebtrated and the residue obtained was dissolved in DMF (1 ml). Then, WSCI hydrochloride (73 mg), DMAP (31 mg), and a solution of the compound obtained in Example 13-3 in DMF (1 ml) were sequentially added. After 15 hours, the reaction solution was concentrated. After the addition of chloroform and 1 mol/l hydrochloric acid, the residue was extracted with chloroform. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The residue was crude-purified by silica gel column chromatography (4 g, chloroform/ethyl acetate=1/2) to obtain the title compound (95.2 mg) as colorless syrup.

後処理

  1. customthe residue obtained
  2. waitAfter 15 hours
  3. concentrationthe reaction solution was concentrated
  4. additionAfter the addition of chloroform and 1 mol/l hydrochloric acid
  5. extractionthe residue was extracted with chloroform
  6. washThe organic layer was washed with saturated brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThe residue was crude-purified by silica gel column chromatography (4 g, chloroform/ethyl acetate=1/2)

出典と根拠

ORDレコード
ord-27b3171f15d74f3eb8897b1eb4d4be90
出典データセット
uspto-grants-2006_08
特許番号
US07098215B2

関連ノート

読み込み中…