Hydrochloric Acid → Diphenylmethyl [4-(3-aminopropyl)-2,3-dioxopiperazin-1-yl]acetate hydrochloride

HRID 1859178Notes

Reaction equation

HRID 1859178 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][N:15]([CH2:18][C:19]([O:21][CH:22]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:20])[C:14](=[O:35])[C:13]1=[O:36])=O)(C)(C)C.[ClH:37]>C(OCC)(=O)C.O1CCOCC1>[ClH:37].[NH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][N:15]([CH2:18][C:19]([O:21][CH:22]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[O:20])[C:14](=[O:35])[C:13]1=[O:36]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 54573484Diphenylmethyl [4-[3-(tert-butoxycarbonylamino)-propyl]-2,3-dioxopiperazin-1-yl]acetate

Product 1

HCID 67554632Diphenylmethyl [4-(3-aminopropyl)-2,3-dioxopiperazin-1-yl]acetate hydrochloride

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

In 3 ml of ethyl acetate was dissolved 0.50 g of diphenylmethyl [4-[3-(tert-butoxycarbonylamino)-propyl]-2,3-dioxopiperazin-1-yl]acetate, followed by adding thereto 3.3 ml of a 1.5N solution of hydrochloric acid in dioxane, and the resulting mixture was stirred at room temperature for 3 hours. After completion of the reaction, the solvent was distilled off under reduced pressure to obtain 0.43 g of diphenylmethyl [4-(3-aminopropyl)-2,3-dioxopiperazin-1-yl]acetate hydrochloride as a yellow oil.

Workup

  1. additionby adding
  2. customAfter completion of the reaction
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-ae206195a6f141b6ae2cd4730dfb56dd
Source dataset
uspto-grants-2000_11
Patent number
US06153613

Reaction notes

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