2-Amino-2-phenylethan-1-ol → (R)-N2-(Boc)-N5-(Cbz)-(S)-N-(2-hydroxy-1-phenylethyl)ornithine amide

HRID 366052

반응식

HRID 366052 반응식
[N+](C1C=CC=CC=1O[C:11](=[O:35])[C@@H:12]([CH2:21][CH2:22][CH2:23][NH:24][C:25]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26])[NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])([O-])=O.[CH:36]1[CH:41]=[CH:40][C:39]([C@H:42]([NH2:45])[CH2:43][OH:44])=[CH:38][CH:37]=1>C(Cl)Cl>[C:14]([NH:13][C@H:12]([C:11]([NH:45][C@H:42]([C:39]1[CH:40]=[CH:41][CH:36]=[CH:37][CH:38]=1)[CH2:43][OH:44])=[O:35])[CH2:21][CH2:22][CH2:23][NH:24][C:25]([O:27][CH2:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)=[O:26])([O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:15]

참가 물질

4

반응물 2

HCID 1347972-Amino-2-phenylethan-1-olHCID 54461433Nalpha-Boc-Ndelta-Cbz-(R)-ornithine o-nitrophenyl ester

생성물 1

HCID 131722056(R)-N2-(Boc)-N5-(Cbz)-(S)-N-(2-hydroxy-1-phenylethyl)ornithine amide수율 84.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Prepared according to the method described in Example 4(b) above from Nα -Boc-Nδ -Cbz-(R)-ornithine o-nitrophenyl ester (4.0 g; 9.22 mmol; see Example 4(a) above) and (S)-(+)-phenylglycinol (1.26 g; 9.22 mmol; 1 eq.) and CH2Cl2 (160 mL). The reaction mixture was stirred overnight and then washed with saturated aqueous KHSO4, saturated aqueous Na2CO3, brine, dried with Na2SO4, filtered and concentrated to dryness. The residue was triturated with ether to obtain 3.8 g of the sub-title compound as a white solid.

후처리

  1. customPrepared
  2. washwashed with saturated aqueous KHSO4, saturated aqueous Na2CO3, brine
  3. dry with materialdried with Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated to dryness
  6. customThe residue was triturated with ether

출처 및 근거

ORD 기록
ord-8cd4c887def642c489315ee6a3322969
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06127414

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