Triethylamine → 2-Methylpentane

HRID 1689208

反応式

HRID 1689208 の反応式
CCCP1(OP(CCC)(=O)OP([CH2:16][CH2:17][CH3:18])(=O)O1)=O.Cl.[O:20]1[C:25]2([CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:27][CH2:26]2)[CH2:24][NH:23][CH2:22][CH2:21]1.[CH3:38][C:39]1[S:43][C:42]([C:44](O)=[O:45])=[CH:41][CH:40]=1.C(N(CC)CC)C>CN(C=O)C.O>[CH3:24][CH2:25][CH2:26][CH:17]([CH3:16])[CH3:18].[CH3:38][C:39]1[S:43][C:42]([C:44]([N:23]2[CH2:24][C:25]3([CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:27][CH2:26]3)[O:20][CH2:21][CH2:22]2)=[O:45])=[CH:41][CH:40]=1

参加物

8

反応物 4

HCID 8471TriethylamineHCID 747135-Methylthiophene-2-carboxylic acidHCID 111923Propylphosphonic anhydrideHCID 66964240Tert-butyl 1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate hydrochloride

生成物 2

HCID 78922-MethylpentaneHCID 57989101Tert-butyl 4-(5-methylthiophene-2-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

1-Propanephosphonic acid cyclic anhydride (1.57M solution in THF, 0.64 mL) was added to a solution of tert-butyl 1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate hydrochloride (WuXi PharmaTech) (0.26 g), 5-methylthiophene-2-carboxylic acid (0.142 g) and triethylamine (0.84 mL) in DMF (8 mL) and the resulting mixture stirred for 16 h. The reaction mixture was poured into water (100 mL) and extracted with ethyl acetate (3×200 mL). The combined organic solutions were washed with water (2×100 mL) and brine (100 mL), then dried over magnesium sulphate, filtered and evaporated in vacuo. Purification was by silica gel chromatography eluting with ethyl acetate:isohexane, 1:1 to give the subtitled compound as a clear oil. Yield 0.32 g.

後処理

  1. extractionextracted with ethyl acetate (3×200 mL)
  2. washThe combined organic solutions were washed with water (2×100 mL) and brine (100 mL)
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customPurification
  7. washeluting with ethyl acetate

出典と根拠

ORDレコード
ord-2bea720a39d74bf59b258f8b62f8270c
出典データセット
uspto-grants-2012_04
特許番号
US08148373B2

関連ノート

読み込み中…