Ethanol → (3R)-8-(4-isopropylphenoxy)-1-thia-4-azaspiro[4.5]decane-3-carboxylic acid

HRID 1934741Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1934741
C(O)C.[CH:4]([C:7]1[CH:20]=[CH:19][C:10]([O:11][CH:12]2[CH2:17][CH2:16][C:15](=O)[CH2:14][CH2:13]2)=[CH:9][CH:8]=1)([CH3:6])[CH3:5].O.Cl.[NH2:23][C@H:24]([C:27]([OH:29])=[O:28])[CH2:25][SH:26].C([O-])(=O)C.[Na+]>O>[CH:4]([C:7]1[CH:20]=[CH:19][C:10]([O:11][CH:12]2[CH2:17][CH2:16][C:15]3([S:26][CH2:25][C@@H:24]([C:27]([OH:29])=[O:28])[NH:23]3)[CH2:14][CH2:13]2)=[CH:9][CH:8]=1)([CH3:6])[CH3:5]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 23462L-Cysteine hydrochloride monohydrateHCID 517045Sodium AcetateHCID 224671444-(4-Isopropylphenoxy)-1-cyclohexanone

Produkt 1

HCID 70156069(3R)-8-(4-isopropylphenoxy)-1-thia-4-azaspiro[4.5]decane-3-carboxylic acidAusbeute 54,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

In a solvent mixture consisting of 21 ml of ethanol and 9 ml of water were dissolved 3.10 g of 4-(4-isopropylphenoxy)-1-cyclohexanone, 2.35 g of L-cysteine hydrochloride monohydrate and 1.10 g of sodium acetate. The mixture was stirred at ambient temperature for 6 hours. The reaction mixture was concentrated under reduced pressure, and water and ethyl ether were added to the concentrate. The deposited crystal was collected by filtration, and there was obtained 2.45 g of (3R)-8-(4-isopropylphenoxy)-1-thia-4-azaspiro[4.5]decan-3-carboxylic acid as a colorless crystalline product.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and water and ethyl ether
  2. additionwere added to the concentrate
  3. filtrationThe deposited crystal was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-7a3e02c9157c49828c2b4131da2f3189
Quelldatensatz
uspto-grants-2002_05
Patentnummer
US06384065B1

Notizen zur Reaktion

Wird geladen…