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Lithium hydroxide, monohydrate → (2S)-2-(((tert-butoxy)carbonyl)amino)hex-5-enoic acid

HRID 2279437
ノート
印刷プレビュー

反応式

HRID 2279437 の反応式
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:14][CH2:15][CH:16]=[CH2:17])[C:10]([O:12]C)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].O[Li].O>C1COCC1.O>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:14][CH2:15][CH:16]=[CH2:17])[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 10444455Boc-L-Homoallylglycine Methyl ester

生成物 1

HCID 20765220(2S)-2-(((tert-butoxy)carbonyl)amino)hex-5-enoic acid収率 89.4%

試薬・触媒・溶媒 1

HCID 21881883Oxolane--water (1/1)溶媒

実験手順

In a solution of THF/H2O (1:1, 35 mL) containing the product (IX) (1 g, 4.1 mmol) LiOH.H2O (432 mg, 10.3 mmol) is added in one portion. The mixture is stirred for 1 h at room temperature. The solvent is then evaporated and then a 5% H3PO4 solution in water is added until a pH=3 is obtained. The product is then extracted with EtOAc, dried (MgSO4), and then evaporated. After purification, the product (X) (840 mg, 89%) is isolated as a colorless lacquer.

後処理

  1. additionis added in one portion
  2. customThe solvent is then evaporated
  3. additiona 5% H3PO4 solution in water is added until a pH=3
  4. customis obtained
  5. extractionThe product is then extracted with EtOAc
  6. dry with materialdried (MgSO4)
  7. customevaporated
  8. customAfter purification

出典と根拠

ORDレコード
ord-96bc754f3c5746998292374e0b8d2842
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09133237B2

反応ノート

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