Ammonia → HCID 13821447, compound

HRID 2165554Notes

Reaction equation

HRID 2165554 reaction equation
Cl.C([O:4][C:5](=O)[C@@H:6]([CH2:24][CH2:25][S:26][CH3:27])[NH:7][C:8](=[O:23])[C@H:9]([NH2:22])[C@@H:10]([C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1)[CH3:11])C.N>C(O)C>[CH3:27][S:26][CH2:25][CH2:24][C@H:6]1[NH:7][C:8](=[O:23])[C@@H:9]([C@@H:10]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)[CH3:11])[NH:22][C:5]1=[O:4]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 53870422HCID 53870422, compound

Product 1

HCID 13821447HCID 13821447, compoundYield 48.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of hydrochloric acid salt of N-[(2R,3R)-2-amino-3-(1-naphthyl)butyryl]-D-methionine ethyl ester (1.60 g) in ethanol (30 ml) was added a saturated solution of ammonia in ethanol (30 ml) and the mixture was set aside overnight at ambient temperature, and precipitated mass was collected, washed with ethanol, and dried to give (3R,6R)-3-(2-methylthioethyl)-6-[(R)-1-(1-naphthyl)ethyl]piperazine-2,5-dione (0.68 g).

Workup

  1. customprecipitated mass
  2. customwas collected
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-0a70a959f6614e16add3d6a30c137d0f
Source dataset
uspto-grants-1990_07
Patent number
US04940709

Reaction notes

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