Hydrochloric Acid → HCID 86589657, compound

HRID 2076716Notes

Reaction equation

HRID 2076716 reaction equation
C([O:8][C:9](=[O:28])[CH:10]([NH:20]C(OC(C)(C)C)=O)[CH2:11][NH:12]C(OC(C)(C)C)=O)C1C=CC=CC=1.[ClH:29]>C(#N)C>[ClH:29].[ClH:29].[ClH:29].[NH2:20][CH:10]([CH2:11][NH2:12])[C:9]([OH:28])=[O:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67099669HCID 67099669, compound

Product 1

HCID 86589657HCID 86589657, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2,3-bis-tert-butoxycarbonylamino propionic acid benzyl ester (1.8 g), 4N aqueous HCl (40 ml), and acetonitrile (50 ml) was stirred for 18 hours at room temperature. The solvent was removed under vacuum, and the mixture was diluted with ethyl acetate (100 ml) and water (50 ml) and stirred for 15 minutes. The layers were separated and the aqueous layer was evaporated to dryness (1.23 g of a foam/syrup). 1H NMR (300 MHz): 3.2-3.5 (m, 2H), 4.2-4.35 (m, 1H), 5.13-5.25 (q, 2H, J=11.8, 3.1 Hz).

Workup

  1. customThe solvent was removed under vacuum
  2. additionthe mixture was diluted with ethyl acetate (100 ml) and water (50 ml)
  3. customThe layers were separated
  4. customthe aqueous layer was evaporated to dryness (1.23 g of a foam/syrup)

Sources & evidence

ORD record
ord-da012b66c4e74624974970a93f846d3a
Source dataset
uspto-grants-2011_04
Patent number
US07927581B2

Reaction notes

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