Hydrochloric Acid → HCID 68944694, compound

HRID 749511Notes

Reaction equation

HRID 749511 reaction equation
C(OC([NH:8][C@@H:9]([CH:20]([CH3:22])[CH3:21])[C:10]([C@H:12]1[C@H:16]([CH3:17])[C:15](=[O:18])[NH:14][C:13]1=[O:19])=[O:11])=O)(C)(C)C.[ClH:23]>O1CCOCC1>[ClH:23].[NH2:8][C@@H:9]([CH:20]([CH3:22])[CH3:21])[C:10]([C@H:12]1[C@H:16]([CH3:17])[C:15](=[O:18])[NH:14][C:13]1=[O:19])=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14287474HCID 14287474, compound

Product 1

HCID 68944694HCID 68944694, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution, cooled at 0° C., of 4.40 g (14.09 mmol) of (3R,4S)-3-[(2S)-2-(tert-butoxycarbonyl)amino-3-methylbutanoyl]-4-methyl-2,5-pyrrolidinedione (preparation: S. G. Davies, D. J. Dixon, J. Chem. Soc., Perkin Trans. 1, 1998, 17, 2635-2643) is admixed dropwise with 35 ml of 4N hydrochloric acid solution in 1,4-dioxane. When the addition is at an end the mixture is warmed to room temperature and stirred for 2 h, after which the mixture is concentrated under reduced pressure. The crude product can be used directly in the next stage. If desired the residue is treated with diethyl ether and the crystals precipitated are filtered off and dried under a high vacuum. Yield: 2.99 g of colorless crystals (86% of theory).

Workup

  1. additionWhen the addition
  2. concentrationafter which the mixture is concentrated under reduced pressure
  3. additionis treated with diethyl ether
  4. customthe crystals precipitated
  5. filtrationare filtered off
  6. customdried under a high vacuum

Sources & evidence

ORD record
ord-f3d33914e517485088c5370f242ba76f
Source dataset
uspto-grants-2008_07
Patent number
US07402683B2

Reaction notes

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