Acetic Anhydride → HCID 54023871, compound

HRID 2420022Notes

Reaction equation

HRID 2420022 reaction equation
[OH:1][NH:2][C@H:3]([C:5]([OH:7])=[O:6])[CH3:4].Br[CH:9](C)[C:10](OC(C)(C)C)=[O:11].[C:18](OC(=O)C)(=[O:20])[CH3:19]>>[C:10]([N:2]([O:1][C:18](=[O:20])[CH3:19])[C@H:3]([C:5]([OH:7])=[O:6])[CH3:4])(=[O:11])[CH3:9]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 545327tert-Butyl 2-bromopropanoateHCID 18605011N-Hydroxy-L-alanine

Product 1

HCID 54023871HCID 54023871, compound

Procedure

17.7 g. of the tert-butyl ester of N-hydroxyalanine which was prepared from tert-butyl bromopropionate by the method of Newman et al. [J. Amer. Chem. Soc. 77, 2308 (1971)] was added to 40 ml. of acetic anhydride and the mixture was stirred for 30° minutes at 100° C. The reaction mixture was evaporated to dryness under reduced pressure to give the oily tert-butyl ester of N-acetyl-N-acetoxyalanine.

Workup

  1. additionwas added to 40 ml
  2. customThe reaction mixture was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-97bdfb943d9b409c949aa460957f2ae6
Source dataset
uspto-grants-1978_08
Patent number
US04108861

Reaction notes

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