Sodium borohydride → tert-Butyl 4-[2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-3-oxopiperazine-1-carboxylate

HRID 1466062Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1466062
[CH3:1][C:2]1[C:10]2[CH2:9][O:8][C:7](=[O:11])[C:6]=2[CH:5]=[CH:4][C:3]=1[C:12](=[O:28])[CH2:13][N:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][C:15]1=[O:27].[BH4-].[Na+]>CO>[OH:28][CH:12]([C:3]1[CH:4]=[CH:5][C:6]2[C:7](=[O:11])[O:8][CH2:9][C:10]=2[C:2]=1[CH3:1])[CH2:13][N:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:25])([CH3:26])[CH3:24])=[O:21])[CH2:16][C:15]1=[O:27]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 131732683tert-Butyl 4-[2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)-2-oxoethyl]-3-oxopiperazine-1-carboxylate

Produkt 1

HCID 89526106tert-Butyl 4-[2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-3-oxopiperazine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of tert-Butyl 4-[2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)-2-oxoethyl]-3-oxopiperazine-1-carboxylate (160 mg, 0.41 mmol) in MeOH (10 ml) was added NaBH4 (31 mg, 0.82 mmol). The reaction was allowed to stir at RT for 2 hours. TLC showed clean conversion. The reaction was quenched by addition of water. The crude material was diluted with EtOAc, washed with water, dried over sodium sulfate, and concentrated to give the title compound. LC-MS (IE, m/z): 391 [M+1]+.

Aufarbeitung

  1. customThe reaction was quenched by addition of water
  2. additionThe crude material was diluted with EtOAc
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-1f05013cb1564737908bf90ff28a3b68
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US08999990B2

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