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Toluene → (2S,4S)-4-Benzyloxycarbonylamino-1-{pentyl-[2'-(1-trityl-1H-tetrazol-5-yl) biphenyl-4-ylmethyl]carbamoyl}pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 883459
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HRID 883459 반응식
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@H:8]([NH:10][C:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:12])[CH2:7][NH:6]1)=[O:4].[CH2:21]([N:26]([CH2:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=2[C:43]2[N:44]=[N:45][N:46](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:47]=2)=[CH:33][CH:32]=1)[C:27](Cl)=[O:28])[CH2:22][CH2:23][CH2:24][CH3:25].CCN([CH:73]([CH3:75])[CH3:74])C(C)C.[C:76]1([CH3:82])[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=1>>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@H:8]([NH:10][C:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:12])[CH2:7][N:6]1[C:27](=[O:28])[N:26]([CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=2[C:43]2[N:47]([C:82]([C:74]3[CH:73]=[CH:75][CH:9]=[CH:5][CH:3]=3)([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:76]3[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=3)[N:46]=[N:45][N:44]=2)=[CH:33][CH:32]=1)=[O:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 1140TolueneHCID 81531DiisopropylethylamineHCID 45072528(2S,4S)-4-Benzyloxycarbonylaminopyrrolidine-2-carboxylic Acid Methyl EsterHCID 59556775N-Pentyl-N-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]carbamoyl Chloride

생성물 1

HCID 57648853
(2S,4S)-4-Benzyloxycarbonylamino-1-{pentyl-[2'-(1-trityl-1H-tetrazol-5-yl) biphenyl-4-ylmethyl]carbamoyl}pyrrolidine-2-carboxylic Acid Methyl Ester

반응 조건

온도
90 °C

실험 절차

(2S,4S)-4-Benzyloxycarbonylaminopyrrolidine-2-carboxylic acid methyl ester (1.4 g, 5.1 mmol) and N-pentyl-N-[2′-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]carbamoyl chloride (1 equiv) were dissolved in toluene (100 mL). DIPEA (3 equiv) was added, and the solution was stirred at 90° C. for 16 hours. The solution was cooled, washed with water (100 mL), 1M HCl (100 mL) and saturated aqueous NaHCO3 (100 mL), then dried over Na2SO4. The solvent was evaporated to afford the title compound (3.93 g, 4.5 mmol).

후처리

  1. temperatureThe solution was cooled
  2. washwashed with water (100 mL), 1M HCl (100 mL) and saturated aqueous NaHCO3 (100 mL)
  3. dry with materialdried over Na2SO4
  4. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-a49fa0192b254cd5ac0459686fa7b8a7
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08236839B2

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