1-Hydroxybenzotriazole → 2-((N-benzoylleucyl)aminomethyl)-1-(4-chlorobenzyl)pyrrolidine

HRID 133572

反応式

HRID 133572 の反応式
CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1.[NH2:23][CH2:24][CH:25]1[CH2:29][CH2:28][CH2:27][N:26]1[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=1.[C:38]([NH:46][C@H:47]([C:52](O)=[O:53])[CH2:48][CH:49]([CH3:51])[CH3:50])(=[O:45])[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>ClCCl.C(Cl)(Cl)Cl.C(N(CC)CC)C>[C:38]([NH:46][C@H:47]([C:52]([NH:23][CH2:24][CH:25]1[CH2:29][CH2:28][CH2:27][N:26]1[CH2:30][C:31]1[CH:32]=[CH:33][C:34]([Cl:37])=[CH:35][CH:36]=1)=[O:53])[CH2:48][CH:49]([CH3:50])[CH3:51])(=[O:45])[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1

参加物

8

反応物 4

HCID 757711-HydroxybenzotriazoleHCID 853887Benzoyl-L-leucineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 147090362-(Aminomethyl)-1-(4-chlorobenzyl)pyrrolidine

生成物 1

HCID 536394292-((N-benzoylleucyl)aminomethyl)-1-(4-chlorobenzyl)pyrrolidine

試薬・触媒・溶媒 3

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

反応条件

温度
25 °C

実験手順

EDCl (23 mg), HOBt (16.2 mg) and triethylamine (15.2 μL) were added to a chloroform (1 mL) solution of 2-(aminomethyl)-1-(4-chlorobenzyl)pyrrolidine (22.5 mg, 0.10 mmol) and dl-benzoylleucine (0.12 mL), and the resulting mixture was stirred at 25° C. for 16 hours. The reaction mixture was diluted with dichloromethane (0.5 mL), washed with a 2 M aqueous solution of NaOH (0.75 mL×2), filtered through a PTFE membrane, thereby dried and concentrated to provide 2-[(N-benzoylleucyl)aminomethyl]-1-(4-chlorobenzyl)pyrrolidine (Compd. No. 344) (74 mg, quantitative). The purity was determined by RPLC/MS (85%). ESI/MS m/e 442 (M++H, C23H32ClN3O2).

後処理

  1. washwashed with a 2 M aqueous solution of NaOH (0.75 mL×2)
  2. filtrationfiltered through a PTFE membrane
  3. customdried
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-a7466de645af45ffb3bc6e7d7e745a01
出典データセット
uspto-grants-2008_06
特許番号
US07390830B1

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