Hydrochloric Acid → HCID 70453831, compound

HRID 1248829Notes

Reaction equation

[C:1]([CH:6]([NH:15][C@H:16]([C:18]([N:20]1[CH2:24][CH2:23][CH2:22][C@H:21]1[C:25](=[O:31])[CH2:26][O:27]C(=O)C)=[O:19])[CH3:17])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([O:3][CH2:4][CH3:5])=[O:2].[ClH:32]>>[ClH:32].[C:1]([CH:6]([NH:15][C@H:16]([C:18]([N:20]1[CH2:24][CH2:23][CH2:22][C@H:21]1[C:25](=[O:31])[CH2:26][OH:27])=[O:19])[CH3:17])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([O:3][CH2:4][CH3:5])=[O:2]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 70453820HCID 70453820, compound

Product 1

HCID 70453831HCID 70453831, compound

Procedure

A solution of N-formyl, N-(1-carbethoxy-3-phenylpropyl)(L)-alanyl(S)-2-(2-acetoxy-1-oxoethyl)-pyrrolidine (460 mg; 1 mmol) in 5 ml of 5% ethanolic hydrochloric acid (5.5 ml of 38% aqueous HCl in 60 ml of ethanol) can be kept at 25° for 2 days. It can then be concentrated under reduced pressure and the residue triturated with ether to give N-(1-carbethoxy-3-phenylpropyl)(L)-alanyl (S)-2-(2-hydroxy-1-oxoethyl)-pyrrolidine hydrochloride.

Workup

concentrationIt can then be concentrated under reduced pressure
customthe residue triturated with ether

Sources & evidence

ORD record: ord-605d451dedbe46749a8e25961af63c54
Source dataset: uspto-grants-1986_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04626545

Reaction notes

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