Реакция #1121744

ord-d3b1878ee84d47238ff7abb102831335

Уравнение реакции

CCOC(=O)CNC(=O)[C@@H](NC(=O)OC(C)(C)C)[C@@H](C)O
compound ( 1 )
CCOC(=O)CNC(=O)[C@@H](NC(=O)OC(C)(C)C)[C@@H](C)O
Boc-Thr-Gly-OEt
[Na+].[OH-]
sodium hydroxide
Cl
hydrochloric acid
C[C@@H](O)[C@H](NC(=O)OC(C)(C)C)C(=O)NCC(=O)O
Boc-Thr-Gly-OH
Выход 60.2%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеthe mixture was reacted at room temperature for 3 hours
  2. 2
    ДругоеAfter completion of the reaction
  3. 3
    Экстракцияwas extracted with a mixed solvent of ethyl acetate and n-butanol (mixing ratio=7:3)
  4. 4
    КонцентрированиеThe extracted objective substance was concentrated under reduced pressure
  5. 5
    Другоеdried

Методика

The obtained compound (1) (10.0 g, 33 mmol) was dissolved in methanol (150 mL), and 1 N aqueous sodium hydroxide (33 mL, 33 mmol) was further added thereto, and then the mixture was reacted at room temperature for 3 hours with stirring. After completion of the reaction, the reaction solution was neutralized with 1 N hydrochloric acid, and objective substance was extracted with a mixed solvent of ethyl acetate and n-butanol (mixing ratio=7:3). The extracted objective substance was concentrated under reduced pressure and dried, to obtain Boc-Thr-Gly-OH (2) (5.4 g) (yield; 60.2%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08546072B2uspto-grants-2013_10