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Benzyl Alcohol → Benzyl 1-(3-fluoro-4-methoxyphenyl)-5-oxopyrrolidin-3-ylcarbamate

HRID 1993379
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HRID 1993379 반응식
[F:1][C:2]1[CH:3]=[C:4]([N:10]2[C:14](=[O:15])[CH2:13][CH:12](C(O)=O)[CH2:11]2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[CH2:19]([OH:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.CC[N:29]([CH2:32]C)CC.C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:41])=CC=1>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([N:10]2[C:14](=[O:15])[CH2:13][CH:12]([NH:29][C:32](=[O:41])[O:26][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:11]2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]
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참가 물질

6

반응물 4

HCID 244Benzyl AlcoholHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 433803921-(3-Fluoro-4-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid

생성물 1

HCID 57445404Benzyl 1-(3-fluoro-4-methoxyphenyl)-5-oxopyrrolidin-3-ylcarbamate

시약·촉매·용매 1

HCID 1140
Toluene
용매

실험 절차

A solution of 1-(3-fluoro-4-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid (1.5 g, 5.92 mmol), BnOH (1.92 g, 17.76 mmol), Et3N (1.24 mL, 8.88 mmol) and DPPA (1.84 g, 7.12 mmol) in 100 mL of toluene was heated to 120° C. for 6 h. The reaction was cooled to RT and concentrated in vacuo. The residue was purified by chromatography on a silica gel column (10% to 70% EtOAC/hexane) to give the title compound as colorless crystal. MS (ESI pos. ion) m/z: 359.4 (M+H). Calc'd Exact Mass for C19H19FN2O4: 358.36.

후처리

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by chromatography on a silica gel column (10% to 70% EtOAC/hexane)

출처 및 근거

ORD 기록
ord-90400b49c710436e828e4eaccb3d4101
출처 데이터셋
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07652009B2

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