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Triethylamine → t-Butyl alpha-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-5-oxo-2-(2-thienyl)perhydro-1,4-thiazepin-4-yl}acetate

HRID 256083
ノート
印刷プレビュー

反応式

HRID 256083 の反応式
[C:1]1([CH2:7][CH2:8][C@@H:9](OS(C(F)(F)F)(=O)=O)[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:23][C@H:24]1[CH2:30][S:29][CH:28]([C:31]2[S:32][CH:33]=[CH:34][CH:35]=2)[CH2:27][N:26]([CH2:36][C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[C:25]1=[O:44].C(N(CC)CC)C>C(Cl)Cl>[CH2:13]([O:12][C:10]([C@@H:9]([NH:23][C@H:24]1[CH2:30][S:29][CH:28]([C:31]2[S:32][CH:33]=[CH:34][CH:35]=2)[CH2:27][N:26]([CH2:36][C:37]([O:39][C:40]([CH3:42])([CH3:41])[CH3:43])=[O:38])[C:25]1=[O:44])[CH2:8][CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[O:11])[CH3:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 10860745Ethyl (2R)-4-phenyl-2-[(trifluoromethanesulfonyl)oxy]butanoateHCID 18610546HCID 18610546、化合物

生成物 1

HCID 18610544t-Butyl alpha-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-5-oxo-2-(2-thienyl)perhydro-1,4-thiazepin-4-yl}acetate収率 88.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒
2 回

実験手順

A solution of 4.0 g of ethyl 4-phenyl-2-(R)-trifluoromethanesulfonyloxybutyrate in 15 ml of methylene chloride was added dropwise to a solution of 4.0 g of t-butyl α-[6(R)-amino-5-oxo-2-(2-thienyl)perhydro-1,4-thiazepin-4-yl]acetate [prepared as described in step (g) above] and 1.62 ml of triethylamine in 50 ml of methylene chloride. The reaction mixture was stirred for 2 hours at room temperature, after which it was washed with water and dried over anhydrous magnesium sulfate; the solvent was then evaporated off under reduced pressure. The residue was purified by silica gel column chromatography, using a 20:1 by volume mixture of methylene chloride and ethyl acetate as the eluent, to give 5.5 g of the title compound in the form of a syrup.

後処理

  1. washafter which it was washed with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customthe solvent was then evaporated off under reduced pressure
  4. customThe residue was purified by silica gel column chromatography
  5. additionby volume mixture of methylene chloride and ethyl acetate as the eluent

出典と根拠

ORDレコード
ord-5eb7963387d94bd78523d140d917f1a1
出典データセット
uspto-grants-1987_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04699905

反応ノート

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