Dimethylacetamide → HCID 178457235、化合物

HRID 25582

反応式

HRID 25582 の反応式
[C:1]([O:5][C:6]([N:8]([CH3:23])[C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]#[C:16][CH2:17]OS(C)(=O)=O)[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:24]([CH2:27][NH2:28])[CH:25]=C.[CH3:29]C(N(C)C)=O>>[C:1]([O:5][C:6](=[O:7])[N:8]([C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]#[C:16][CH2:17][N:28]([CH2:27][CH:24]=[CH2:25])[CH3:29])[CH2:11][CH2:10]1)[CH3:23])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 3

HCID 31374DimethylacetamideHCID 4437323-Buten-1-amineHCID 178486043HCID 178486043、化合物

生成物 1

HCID 178457235HCID 178457235、化合物

実験手順

A solution of 420 mg (1.22 mmol) of trans-Methanesulfonic acid 3-[4-(tert-butoxycarbonyl-methyl-amino)-cyclohexyl]-prop-2-ynyl ester in 4 ml DMA was treated at 0° C. with 0.234 ml (2.43 mmol) of N-allylmethylamine and stirred at RT for 16 h. The solution was concentrated and the residual oil was extracted with aqueous sat. NaHCO3/Et2O (3×). The organic phases were washed with aqueous 10% NaCl solution and dried over Na2SO4 to yield after flash column chromatography on silica gel with hexane/EtOAc (2:1) 355 mg (91%) trans-{4-[3-(Allyl-methyl-amino)-prop-1-ynyl]-cyclohexyl}-methyl-carbamic acid tert-butyl ester, MS: 321 (MH+).

後処理

  1. concentrationThe solution was concentrated
  2. extractionthe residual oil was extracted with aqueous sat. NaHCO3/Et2O (3×)
  3. washThe organic phases were washed with aqueous 10% NaCl solution
  4. dry with materialdried over Na2SO4

出典と根拠

ORDレコード
ord-439d7e2d477a4a508227a0d6b50a1645
出典データセット
uspto-grants-2005_02
特許番号
US06858651B2

関連ノート

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