HCID 22730718, Verbindung → 1,1-Dimethylethyl N-[4-hydroxy-1-[(phenylthio)methyl]butyl]carbamate

HRID 2356116Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2356116
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:16][S:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:10][CH2:11][C:12](OC)=[O:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].C([BH-](CC)CC)C.[Li+]>C1COCC1>[OH:13][CH2:12][CH2:11][CH2:10][CH:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:3])([CH3:2])[CH3:4])[CH2:16][S:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Komponenten

4

Edukt 2

HCID 22730718HCID 22730718, VerbindungHCID 23664628Lithiumtriethylborohydride

Produkt 1

HCID 227307071,1-Dimethylethyl N-[4-hydroxy-1-[(phenylthio)methyl]butyl]carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of Example 384B (538 mg, 1.6 mmol) in THF (4 mL) at −50° C. was treated with 1M lithium triethylborohydride in THF (4 mL), stirred for 1 hour, poured into ice (˜15 g), and extracted with ethyl acetate (100 mL). The extract was washed with water (20 mL) and brine (10 mL), dried (MgSO4), filtered, and concentrated to provide the desired product of sufficient purity for subsequent use.

Aufarbeitung

  1. extractionextracted with ethyl acetate (100 mL)
  2. washThe extract was washed with water (20 mL) and brine (10 mL)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-8378bf771a6f4d2998c1b76f01d480e3
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07754886B2

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