Lithium Hydroxide → (2R,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-methoxybutanoic acid

HRID 1792778ノート

反応式

HRID 1792778 の反応式
C[O:2][C:3](=[O:17])[C@@H:4]([C@H:13]([CH3:16])[O:14][CH3:15])[NH:5][C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].[Li+].[OH-]>O1CCOCC1.O>[C:6]([NH:5][C@@H:4]([C:3]([OH:17])=[O:2])[C@H:13]([CH3:16])[O:14][CH3:15])([O:8][C:9]([CH3:10])([CH3:12])[CH3:11])=[O:7]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 23540192HCID 23540192、化合物

生成物 1

HCID 23540191(2R,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-methoxybutanoic acid収率 90.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

To a solution of N-Boc-O-methyl-D-threonine methyl ester (8.09 mmol) in 1,4-dioxane (10 mL) is added a solution of LiOH (24.3 mmol) in water (20 mL). After stirring for 2–3 h, the solvents are removed in vacuo and the residue partitioned between water and ether. The aqueous layer is acidified with solid citric acid to approximately pH 3, then extracted with ethyl acetate. The ethyl acetate extract is washed with water, dried with MgSO4, filtered and concentrated in vacuo to yield 1.70 g (90%) of the title compound.

後処理

  1. customthe solvents are removed in vacuo
  2. customthe residue partitioned between water and ether
  3. extractionextracted with ethyl acetate
  4. extractionThe ethyl acetate extract
  5. washis washed with water
  6. dry with materialdried with MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-dbaa94bd32244bae89e10ca244ba911a
出典データセット
uspto-grants-2006_07
特許番号
US07078415B2

反応ノート

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