1,2-Dichloroethane → HCID 15384663, 화합물

HRID 2237370노트

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HRID 2237370 반응식
C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1.[C:18]([O:22][C:23]([NH:25][C@@H:26]([C:31]([OH:33])=O)[CH2:27][CH:28]([CH3:30])[CH3:29])=[O:24])([CH3:21])([CH3:20])[CH3:19].C(Cl)CCl.Cl.[CH2:39]([O:46][C:47](=[O:54])[C@H:48]([CH2:50][CH:51]([CH3:53])[CH3:52])[NH2:49])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1>ClCCl>[CH2:39]([O:46][C:47](=[O:54])[C@H:48]([CH2:50][CH:51]([CH3:52])[CH3:53])[NH:49][C:31](=[O:33])[C@@H:26]([CH2:27][CH:28]([CH3:29])[CH3:30])[NH:25][C:23]([O:22][C:18]([CH3:19])([CH3:20])[CH3:21])=[O:24])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 79724-Methylmorpholine2회HCID 757711-HydroxybenzotriazoleHCID 637604tert-Butoxycarbonyl-D-leucineHCID 12928659Benzyl L-leucinate--hydrogen chloride (1/1)

생성물 1

HCID 15384663HCID 15384663, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

HOBt (4 equivalents, 540 mg, 4 mmol), N-methylmorpholine (3 equivalents, 3 mmol), N-tert-butoxycarbonyl-D-leucine (1.0 equivalent, 230 mg, 1 mmol; Bachem), EDC (2 equivalents, 380 mg, 2 mmol) and again N-methylmorpholine (2 equivalents, 2 mmol) are added successively at −10° C. to a solution of L-leucine benzyl ester hydrochloride (1.1 equivalents, 300 mg, 1.1 mmol; cf. T. Wakamiya, M. Kamata, S. Kusumoto, H. Kobayashi, Y. Sai, et al., Bull. Chem. Soc. Jpn., 1998, 71, 699-710) in dichloromethane p.a. (30 ml). The reaction mixture warms slowly (about 12 h) to RT, whereby complete conversion of the amine component is observed by means of HPLC. The reaction mixture is concentrated in vacuo, taken up in acetonitrile and purified by means of preparative HPLC (Method 13). 362 mg (80% of theory) of the title compound are obtained.

후처리

  1. customThe reaction mixture warms slowly (about 12 h)
  2. customto RT
  3. concentrationThe reaction mixture is concentrated in vacuo
  4. custompurified by means of preparative HPLC (Method 13)

출처 및 근거

ORD 기록
ord-636ecc3c58c64a02967925d031894330
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07718611B2

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