Cyclopropaneacetic acid → 3-[N'-(Cyclopropylacetyl)-L-alaninyl]-amino-2,4-dioxo-1,5-bis-(2-methylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

HRID 133289

반응식

HRID 133289 반응식
[CH:1]1([CH2:4][C:5]([OH:7])=O)[CH2:3][CH2:2]1.Cl.N[C@H](C([NH:14][CH:15]1[C:21](=[O:22])[N:20]([CH2:23][CH:24]([CH3:26])[CH3:25])[C:19]2[CH:27]=[CH:28][CH:29]=[CH:30][C:18]=2[N:17]([CH2:31][CH:32]([CH3:34])[CH3:33])[C:16]1=[O:35])=O)C>>[CH:1]1([CH2:4][C:5]([NH:14][C@H:15]([C:21]([C:15]2([NH2:14])[C:21](=[O:22])[N:20]([CH2:23][CH:24]([CH3:26])[CH3:25])[C:19]3[CH:27]=[CH:28][CH:29]=[CH:30][C:18]=3[N:17]([CH2:31][CH:32]([CH3:34])[CH3:33])[C:16]2=[O:35])=[O:22])[CH3:16])=[O:7])[CH2:2][CH2:3]1

참가 물질

3

반응물 2

HCID 138440Cyclopropaneacetic acidHCID 235527663-(L-alaninyl)amino-2,4-dioxo-1,5-bis-(2-methylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine hydrochloride

생성물 1

HCID 865849773-[N'-(Cyclopropylacetyl)-L-alaninyl]-amino-2,4-dioxo-1,5-bis-(2-methylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

실험 절차

Following General Procedure I above using cyclopropylacetic acid (Lancaster) and 3-(L-alaninyl)amino-2,4-dioxo-1,5-bis-(2-methylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine hydrochloride (Example 8-S), the title compound was prepared as a white solid (melting point=190-191° C.). Purification was by flash chromatography eluting with CH2Cl2/EtOAc (1:1 gradient to 3:4) and a second flash chromatography eluting with EtOAc/Toluene (7:3). Rf=0.28 (EtOAc/Toluene, 7:3).

후처리

  1. customPurification
  2. washeluting with CH2Cl2/EtOAc (1:1 gradient to 3:4)
  3. washa second flash chromatography eluting with EtOAc/Toluene (7:3)

출처 및 근거

ORD 기록
ord-f6e94e37444d443e8272583759656e1e
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390801B2

연결된 노트

불러오는 중…