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

HRID 1934741ノート

反応式

HRID 1934741 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 70156069(3R)-8-(4-isopropylphenoxy)-1-thia-4-azaspiro[4.5]decane-3-carboxylic acid収率 54.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7a3e02c9157c49828c2b4131da2f3189
出典データセット
uspto-grants-2002_05
特許番号
US06384065B1

反応ノート

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