Lithium hydroxide, monohydrate → (2S)-2-[(tert-Butoxycarbonyl)amino]-8-oxononanoic acid

HRID 251721ノート

反応式

HRID 251721 の反応式
C[O:2][C:3](=[O:21])[C@@H:4]([NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10](=[O:12])[CH3:11].O[Li].O>C1COCC1.O>[C:17]([O:16][C:14]([NH:13][C@@H:4]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10](=[O:12])[CH3:11])[C:3]([OH:21])=[O:2])=[O:15])([CH3:20])([CH3:19])[CH3:18]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 86627947(2S)-2-[(tert-Butoxycarbonyl)amino]-8-oxononanoic acid methyl ester

生成物 1

HCID 86627946(2S)-2-[(tert-Butoxycarbonyl)amino]-8-oxononanoic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

(2S)-2-[(tert-Butoxycarbonyl)amino]-8-oxononanoic acid methyl ester (1 eq.) was dissolved in a 1:1 mixture of THF and water at RT and LiOH hydrate (1.2 eq.) was added and the mixture was stirred for 30 min. The mixture was partitioned between 0.1M HCl and DCM, separated and the organic phase was washed with water, dried (Na2SO4) and concentrated under reduced pressure. The colourless oil A1 obtained was used in the next step without purification. MS (ES) C14H25NO5 requires: 287, found: 288 (M+H)+.

後処理

  1. customThe mixture was partitioned between 0.1M HCl and DCM
  2. customseparated
  3. washthe organic phase was washed with water
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b7e33ada867245faa4f57e92df6a4b96
出典データセット
uspto-grants-2011_01
特許番号
US07863294B2

反応ノート

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