Acetic Anhydride → WPPXAQGLXQAVTE-ZCFIWIBFSA-N

HRID 1260130Notes

Reaction equation

HRID 1260130 reaction equation
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[C:3]([CH3:6])([CH3:5])[CH3:4].[C:10](OC(=O)C)(=[O:12])[CH3:11]>C(O)(=O)C>[C:10]([NH:1][C@H:2]([C:7]([OH:9])=[O:8])[C:3]([CH3:6])([CH3:5])[CH3:4])(=[O:12])[CH3:11]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 164608L-tert-Leucine

Product 1

HCID 11469346WPPXAQGLXQAVTE-ZCFIWIBFSA-N

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

L-tert-Leucine (manufactured by Tokyo Kasei Kogyo) (4.7 g) was suspended in glacial acetic acid (manufactured by Nakarai Tesk, 40 mL) and heated at 40 to 50° C. together with addition of thrice molar acetic acid anhydride (manufactured by Nakarai Tesk) thereto whereupon the reaction was conducted. After glacial acetic acid was removed in vacuo, the crude crystals were obtained. After that, the crude crystals were recrystallized from 20% isopropyl alcohol. The precipitate was ground in a mortar and dried to give powder of N-acetyl-L-tert-leucine. Details thereof are mentioned in J. P. Greenstein, Chemistry of Amino Acids, 1961, 3.

Workup

  1. customAfter glacial acetic acid was removed in vacuo
  2. customthe crude crystals were obtained
  3. customAfter that, the crude crystals were recrystallized from 20% isopropyl alcohol
  4. customdried

Sources & evidence

ORD record
ord-e27cb2b771654a50b7c924b34b8ba222
Source dataset
uspto-grants-2013_06
Patent number
US08470574B2

Reaction notes

Loading…