MAGNESIUM SILICATE (synthetic) → 1,1-Dimethylethyl(4r)-3-oxo-4-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-1-pyrrolidinecarboxylate

HRID 639122ノート

反応式

HRID 639122 の反応式
[OH:1][C@@H:2]1[C@H:6]([CH2:7][NH:8][C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:5][N:4]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:3]1.C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O.[O-][Si]([O-])=O.[Mg+2]>C(Cl)Cl>[O:1]=[C:2]1[C@H:6]([CH2:7][NH:8][C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:5][N:4]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:3]1

参加物

5

反応物 3

HCID 61680MAGNESIUM SILICATE (synthetic)HCID 592543621,1-dimethylethyl (3R,4R)-3-hydroxy-4-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-1-pyrrolidinecarboxylateHCID 178418287HCID 178418287、化合物2 回

生成物 1

HCID 590262121,1-Dimethylethyl(4r)-3-oxo-4-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-1-pyrrolidinecarboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Dissolve 1,1-dimethylethyl(3R,4R)-3-hydroxy-4-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-1-pyrrolidinecarboxylate (1.0 g, 2.85 mmol) in methylene chloride (20 mL). Add PCC (1.23 g, 5.7 mmol) and Florisil (2.5 g) and stir at ambient temperature for 16 hours. Add 3 more equivalents of PCC (1.84 g, 8.55 mmol) and stir for 48 hours. Dilute solution with ether and filter through a pad of celite. The solvent was removed under reduced pressure yielding a crude oil. The crude mixture was purified on silica gel. (0.598 g, 60%). LCMS: m/z 349.4 (MH+).

後処理

  1. filtrationDilute solution with ether and filter through a pad of celite
  2. customThe solvent was removed under reduced pressure
  3. customyielding a crude oil
  4. customThe crude mixture was purified on silica gel

出典と根拠

ORDレコード
ord-102de7bd975c43ffa561c58b7ec7f4e3
出典データセット
uspto-grants-2010_04
特許番号
US07691850B2

反応ノート

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