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

HRID 1811731ノート

反応式

HRID 1811731 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

[(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.

後処理

  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)

出典と根拠

ORDレコード
ord-bccbfa6db8b7442b8e1cf2c3aa43114d
出典データセット
uspto-grants-2013_01
特許番号
US08362236B2

反応ノート

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