Diisopropylethylamine → N,N'-bis-Cbz-2(S)-hydroxy-4-guanidino-butyric acid

HRID 241783노트

반응식

HRID 241783 반응식
[OH:1][C@@H:2]([CH2:6][CH2:7]N)[C:3]([OH:5])=[O:4].[CH2:9]([O:16][C:17]([NH:19][C:20]([N:32]1C=CC=N1)=[N:21][C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])=[O:18])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.CCN(C(C)C)C(C)C>CN(C=O)C>[C:17]([N:19]([CH2:7][CH2:6][C@H:2]([OH:1])[C:3]([OH:5])=[O:4])[C:20]([NH2:32])=[N:21][C:22]([O:24][CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:23])([O:16][CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)=[O:18]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 27339294-Amino-2-hydroxybutyric acid, (S)-(-)-HCID 3563804Phenylmethyl N-((((phenylmethoxy)carbonyl)amino)-1H-pyrazol-1-ylmethylene)carbamate

생성물 1

HCID 66728201N,N'-bis-Cbz-2(S)-hydroxy-4-guanidino-butyric acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

To a stirring solution of 2(S)-hydroxy-4-amino-butyric acid (0.059 g, 0.50 mmol) in DMF (2 ml) was added N,N′-bis(benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine (0.26 g, 0.70 mmol) followed by DIPEA (0.87 mL, 4.99 mmol) and the reaction was heated to 80° C. and stirred overnight. The crude mixture was purified on a 2-inch reverse-phase HPLC column to yield N,N′-bis-Cbz-2(S)-hydroxy-4-guanidino-butyric acid: MS: m/z (M+H)+ calcd. 430.15. found 430.1.

후처리

  1. customThe crude mixture was purified on a 2-inch reverse-phase HPLC column

출처 및 근거

ORD 기록
ord-561b535268db499f8547e924d7a0ca4d
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653042B2

반응 노트

불러오는 중…