Diisopropylethylamine → 3-{4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoylamino}-propionic acid methyl ester

HRID 1669292ノート

反応式

HRID 1669292 の反応式
[F:1][C:2]([F:30])([F:29])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:19][C:20]3[CH:28]=[CH:27][C:23]([C:24](O)=[O:25])=[CH:22][CH:21]=3)[CH2:17][CH3:18])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.Cl.[CH3:65][O:66][C:67](=[O:71])[CH2:68][CH2:69][NH2:70].C(N(C(C)C)C(C)C)C>CN(C)C=O.C(OCC)(=O)C.C(OCC)(=O)C.CCCCCC>[CH3:65][O:66][C:67](=[O:71])[CH2:68][CH2:69][NH:70][C:24](=[O:25])[C:23]1[CH:27]=[CH:28][C:20]([O:19][CH:16]([CH2:15][C:12]2[CH:13]=[CH:14][C:9]([C:6]3[CH:7]=[CH:8][C:3]([C:2]([F:30])([F:29])[F:1])=[CH:4][CH:5]=3)=[CH:10][CH:11]=2)[CH2:17][CH3:18])=[CH:21][CH:22]=1

参加物

8

反応物 4

HCID 81531DiisopropylethylamineHCID 2724699PyBOPHCID 2734767Methyl 3-aminopropanoate hydrochlorideHCID 673415704-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoic acid

生成物 1

HCID 673430863-{4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoylamino}-propionic acid methyl ester収率 60%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒HCID 21226206Ethyl acetate hexane溶媒

実験手順

4-[1-(4′-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoic acid (0.018 g, 0.04 mmol), PyBOP (0.027 g, 0.05 mmol), 3-amino-propionic acid methyl ester hydrochloride (0.011 g, 0.08 mmol), and ethyl-diisopropyl-amine (0.03 mL, 0.18 mmol) are dissolved in N,N-dimethyl-formamide (1 mL) and stirred for sixteen hours. The mixture is diluted with ethyl acetate, washed with water two times then brine. Organic layers are dried over sodium sulfate, filtered and concentrated under reduced pressure. Column chromatography on silica gel with 0-70% ethyl acetate/hexane gradient affords 0.012 g (0.02 mmol, 60%) of title compound.

後処理

  1. washwashed with water two times
  2. dry with materialOrganic layers are dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-a9d4e8196f6f47d6b985d69df99273bb
出典データセット
uspto-grants-2011_08
特許番号
US07989457B2

反応ノート

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