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

HRID 2085782Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2085782
[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-8ce9b80608d64ef19872ac2099399ff0
Quelldatensatz
uspto-grants-2004_04
Patentnummer
US06720338B2

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