Hydrochloric Acid → HCID 59065904, compound

HRID 25697Notes

Reaction equation

HRID 25697 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:24]([NH:26][CH2:27][CH2:28][CH:29](OCC)[O:30]CC)=[O:25])[CH2:13][C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>O1CCCC1>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:24](=[O:25])[NH:26][CH2:27][CH2:28][CH:29]=[O:30])[CH2:13][C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59065876benzyl (3S)-3-{[(benzyloxy)carbonyl]amino}-4-[(3,3-diethoxypropyl)amino]-4-oxobutanoate

Product 1

HCID 59065904HCID 59065904, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

By using an analogous procedure to that described for Reference Example 14, benzyl (3S)-3-{[(benzyloxy)carbonyl]amino}-4-[(3,3-diethoxypropyl)amino]-4-oxobutanoate (2.63 g, 5.41 mmol, obtained from Reference Example 23) in tetrahydrofuran (11 ml) was reacted with 0.5 N hydrochloric acid at room temperature for 1 hour, to provide benzyl (3S)-3-{[(benzyloxy)carbonyl]amino}-4-oxo-4-[(3-oxopropyl)amino]butanoate (2.05 g, 92%) as a pale yellow waxy solid.

Sources & evidence

ORD record
ord-18d3ea52d95d4144ad977614167d02a3
Source dataset
uspto-grants-2005_02
Patent number
US06858591B2

Reaction notes

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