反応 #1519117

ord-57aaeaff567b4e57b47ce42fb96bba57

反応方程式

CCCC[C@@H](C(=O)OC)[C@H](O)C(=O)OC
(2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester
[Na+].[OH-]
NaOH
Cl
HCl
CCCC[C@@H](C(=O)O)[C@H](O)C(=O)O
(2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他the MeOH is removed
  2. 2
    その他the crude reaction
  3. 3
    抽出extracted with EtOAc (3×50 mL)
  4. 4
    乾燥The combined organic layers are dried (Na2SO4)
  5. 5
    濃縮concentrated

実験手順

To (2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester B-3 in MeOH (28 mL) is added a solution of NaOH (2.2 g, 55 mmol) in water (28 mL). After 24 hours, the MeOH is removed, the crude reaction is acidified with HCl (6 N, 12 mL) to pH=1, and then extracted with EtOAc (3×50 mL). The combined organic layers are dried (Na2SO4) and concentrated to give (2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid B-4.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07612059B2uspto-grants-2009_11