Hydrochloric Acid → HCID 16116512、化合物

HRID 716531

反応式

HRID 716531 の反応式
[CH:1]1[CH:6]=[CH:5][C:4]([C@@H:7]([NH2:11])[C:8]([OH:10])=[O:9])=[CH:3][CH:2]=1.C([O-])(O)=O.[Na+].[CH2:17]([O:19][C:20](Cl)=[O:21])[CH3:18].Cl>C1COCC1.O>[CH2:17]([O:19][C:20]([NH:11][C@H:7]([C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1)[C:8]([OH:10])=[O:9])=[O:21])[CH3:18]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 10928Ethyl chloroformateHCID 70134Phenylglycine, D-HCID 516892Sodium Bicarbonate

生成物 1

HCID 16116512HCID 16116512、化合物収率 82%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

D-Phenylglycine (R) (85.2 mmol) was dissolved in anhydrous THF (260 mL) with NaHCO3 (256 mmol) in water (260 mL). Ethylchloroformate (0.235 mol) was added. After stirred at room temperature overnight, the reaction mixture was acidified to pH 3 with 1N HCl. The aqueous layer was extracted with EtOAc. The organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure to give (R)-2-(ethoxycarbonylamino)-2-phenylacetic acid 41 as a white solid in 82% yield. MS (ESI, EI+) m/z=224.2 (MH+).

後処理

  1. extractionThe aqueous layer was extracted with EtOAc
  2. dry with materialThe organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-bba26de7fa1342eebe2c279c560c5a4d
出典データセット
uspto-grants-2015_11
特許番号
US09187496B2

関連ノート

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