Dimethylformamide → 3-[(2S,3S)-2-[(tert-Butoxycarbonyl)amino]-3-(4-fluorophenyl)-1-oxobutanyl]thiazolidine

HRID 970207ノート

反応式

HRID 970207 の反応式
[N:1]([C@@H:4]([C@H:8]([C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1)[CH3:9])[C:5]([OH:7])=O)=[N+]=[N-].Cl.CN(C)CCCN=C=NCC.[OH:29][C:30]1[C:38]2N=NNC=2C=C[CH:31]=1.[S:39]1[CH2:43][CH2:42][NH:41][CH2:40]1.[CH3:44]CN(C(C)C)C(C)C.CN(C)[CH:55]=[O:56]>C(OCC)(=O)C>[C:30]([O:29][C:55]([NH:1][C@@H:4]([C@H:8]([C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1)[CH3:9])[C:5]([N:41]1[CH2:42][CH2:43][S:39][CH2:40]1)=[O:7])=[O:56])([CH3:31])([CH3:38])[CH3:44]

参加物

8

反応物 6

HCID 6228DimethylformamideHCID 10444ThiazolidineHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 86605120(2S,3S)-2-Azido-3-(4-fluorophenyl)butanoic acidHCID 178418300HCID 178418300、化合物

生成物 1

HCID 694229793-[(2S,3S)-2-[(tert-Butoxycarbonyl)amino]-3-(4-fluorophenyl)-1-oxobutanyl]thiazolidine

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a stirred solution of the product from Step D (0.19 g, 0.65 mmol) in anhydrous dimethylformamide (DMF, 2 mL) was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC, 0.19 g, 0.99 mmol), hydroxybenzotriazole (HOBT, 0.13 g, 0.96 mmol), thiazolidine (0.26 mL, 3.3 mmol) and N,N′-diisopropylethylamine (0.33 mL, 1.9 mmol). After stirring at room temperature for 12 h, the reaction was diluted with ethyl acetate. The organic phase was washed sequentially with brine, 1N hydrochloric acid and 1N aqueous sodium hydroxide solution, dried over sodium sulfate, and evaporated in vacuo to yield the crude coupled product, which was used directly in the next step.

後処理

  1. washThe organic phase was washed sequentially with brine, 1N hydrochloric acid and 1N aqueous sodium hydroxide solution
  2. dry with materialdried over sodium sulfate
  3. customevaporated in vacuo
  4. customto yield the crude

出典と根拠

ORDレコード
ord-9e57c806683349efb7c4a76b49115741
出典データセット
uspto-grants-2007_12
特許番号
US07309714B2

反応ノート

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