Sodium Bicarbonate → 3,5-Dichlorobenzyl 3-((tert-butoxycarbonyl)amino)pyrrolidine-1-carboxylate

HRID 1480457노트

반응식

HRID 1480457 반응식
[C:1]([NH:8][CH:9]1[CH2:13][CH2:12][NH:11][CH2:10]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(=O)(O)[O-].[Na+].[C:19](Cl)(=[O:30])[O:20][CH2:21][C:22]1[CH:27]=[C:26]([Cl:28])[CH:25]=[C:24]([Cl:29])[CH:23]=1>C(Cl)Cl>[C:4]([O:3][C:1]([NH:8][CH:9]1[CH2:13][CH2:12][N:11]([C:19]([O:20][CH2:21][C:22]2[CH:23]=[C:24]([Cl:29])[CH:25]=[C:26]([Cl:28])[CH:27]=2)=[O:30])[CH2:10]1)=[O:2])([CH3:7])([CH3:6])[CH3:5]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 2757234tert-butyl N-(pyrrolidin-3-yl)carbamateHCID 133055323,5-Dichlorobenzyl Chloroformate

생성물 1

HCID 867226833,5-Dichlorobenzyl 3-((tert-butoxycarbonyl)amino)pyrrolidine-1-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture comprising of 3-(boc-amino)pyrrolidine (1 g, 5.37 mmol) and saturated sodium bicarbonate (9 mL, 5.37 mmol) in DCM (17.90 mL) was stirred at room temperature for 5 minutes. The resulting mixture was treated with 3,5-dichlorobenzyl carbonochloridate (1.286 g, 5.37 mmol) and stirred at room temperature for one hour. The reaction mixture was concentrated under reduced pressure, diluted with water and extracted with DCM. The organic portion was separated and dried over MgSO4, filtered and concentrated under reduced pressure to afford the title compound;

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additiondiluted with water
  3. extractionextracted with DCM
  4. customThe organic portion was separated
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-02d8b1e9b91241409722871634c552dc
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409895B2

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