Piperidine → ((S)-3-amino-4-morpholin-4-yl-4-oxobutyl)carbamic acid tert-butyl ester

HRID 1811731노트

반응식

HRID 1811731 반응식
[C:1]([O:5][C:6](=[O:37])[NH:7][CH2:8][CH2:9][C@H:10]([NH:19]C(OCC1C2C=CC=CC=2C2C1=CC=CC=2)=O)[C:11]([N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1)=[O:12])([CH3:4])([CH3:3])[CH3:2].N1CCCCC1>CN(C)C=O>[C:1]([O:5][C:6](=[O:37])[NH:7][CH2:8][CH2:9][C@H:10]([NH2:19])[C:11]([N:13]1[CH2:14][CH2:15][O:16][CH2:17][CH2:18]1)=[O:12])([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 8082PiperidineHCID 59224644[(S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-morpholin-4-yl-4-oxobutyl]carbamic acid tert-butyl ester

생성물 1

HCID 59224697((S)-3-amino-4-morpholin-4-yl-4-oxobutyl)carbamic acid tert-butyl ester수율 0.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

[(S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-morpholin-4-yl-4-oxobutyl]carbamic acid tert-butyl ester (172 mg, 0.338 mol) obtained in Step 1 above was dissolved in N,N-dimethylformamide (1.5 ml), and then piperidine (84 μl) was added thereto. After the solution was stirred at room temperature for 30 minutes, the solvent was concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (developing solvent: dichloromethane:methanol=20:1) to yield ((S)-3-amino-4-morpholin-4-yl-4-oxobutyl)carbamic acid tert-butyl ester (95 mg) as a colorless oily material.

후처리

  1. concentrationthe solvent was concentrated under reduced pressure
  2. customThe resulting crude product was purified by silica gel column chromatography (developing solvent: dichloromethane:methanol=20:1)

출처 및 근거

ORD 기록
ord-bccbfa6db8b7442b8e1cf2c3aa43114d
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362236B2

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