Triethylamine → t-butyl N-[2-(dimethylphosphonomethylamino)-3-(4-biphenylyl)propionyl]-3-aminopropionate

HRID 487223노트

반응식

HRID 487223 반응식
[CH3:1][O:2][P:3]([CH2:7][NH:8][CH:9]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:16][CH:15]=1)[C:10]([OH:12])=O)([O:5][CH3:6])=[O:4].Cl.[C:27]([O:31][C:32](=[O:36])[CH2:33][CH2:34][NH2:35])([CH3:30])([CH3:29])[CH3:28].OC1C2N=NNC=2C=CC=1.C(N(CC)CC)C.Cl.CN(C)CCCN=C=NCC>CN(C)C=O.C(OCC)(=O)C>[CH3:1][O:2][P:3]([CH2:7][NH:8][CH:9]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[CH:16][CH:15]=1)[C:10]([NH:35][CH2:34][CH2:33][C:32]([O:31][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:36])=[O:12])([O:5][CH3:6])=[O:4]

참가 물질

8

반응물 5

HCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 16218890Tert-butyl 3-aminopropanoate hydrochlorideHCID 538116872-(Dimethylphosphonomethylamino)-3-(4-biphenylyl)-propionic acidHCID 178418300HCID 178418300, 화합물

생성물 1

HCID 19094421t-butyl N-[2-(dimethylphosphonomethylamino)-3-(4-biphenylyl)propionyl]-3-aminopropionate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 2-(dimethylphosphonomethylamino)-3-(4-biphenylyl)-propionic acid (2.27 g, 6.25 mmol), β-alanine t-butyl ester hydrochloride (1.36 g, 7.5 mmol), hydroxybenzotriazole (1.05 g, 6.85 mmol), triethylamine (2.41 mL, 17.3 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC, 1.6 g, 8.22 mmol) in dimethylformamide (60 mL) is stirred for 3 hours at room temperature, then diluted with ethyl acetate, washed with ice water, dried (Na2SO4) and chromatographed on silica gel [CH2Cl2 :MeOH:hexanes/76:4:20] to obtain t-butyl N-[2-(dimethylphosphonomethylamino)-3-(4-biphenylyl)-propionyl]-3-aminopropionate.

후처리

  1. washwashed with ice water
  2. dry with materialdried (Na2SO4)
  3. customchromatographed on silica gel [CH2Cl2 :MeOH:hexanes/76:4:20]

출처 및 근거

ORD 기록
ord-aabd0f250825482382fedff5c7fd606c
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05294632

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