Diisopropyl Ether → D-tert-leucine

HRID 76842

Reaction equation

HRID 76842 reaction equation
C(OC(C)C)(C)C.[NH2:8][C@H:9]([C:14]([OH:16])=[O:15])[C:10]([CH3:13])([CH3:12])[CH3:11]>CC(C)=O>[NH2:8][C@@H:9]([C:14]([OH:16])=[O:15])[C:10]([CH3:13])([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 7914Diisopropyl EtherHCID 164608L-tert-Leucine

Product 1

HCID 6950340D-tert-leucineYield 90%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The filtrate obtained at dibenzoyl-d-tartrate salt stage (step.ii), was treated with a small amount of diisopropyl ether to remove any traces of dibenzoyl-d-tartaric acid and was concentrated under reduced pressure at 55° C. The residue obtained was stirred with small amount of acetone and filtered to obtain D-tert-leucine as a colorless solid (90% yield, 98.8% D-tert-leucine and 1.2% L-tert-leucine).

Workup

  1. customto remove any traces of dibenzoyl-d-tartaric acid
  2. concentrationwas concentrated under reduced pressure at 55° C
  3. customThe residue obtained
  4. filtrationfiltered

Sources & evidence

ORD record
ord-2717b3f8bfa84c05a7accb02e8c22307
Source dataset
uspto-grants-2014_09
Patent number
US08835676B2

Linked notes

Loading…