Hydrochloric Acid → Hydrochloric Acid

HRID 1755484Notes

Reaction equation

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

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 3283Diethyl Ether

HCID 86700126(S)-tert-Butyl 2-((S)-2-(2-(5-formylthiazol-2-ylamino)acetamido)propanamido)propanoate

Product 2

HCID 313Hydrochloric Acid

HCID 86700127(S)-2-((S)-2-(2-(5-Formylthiazol-2-ylamino)acetamido)propanamido)propanoic acid

Procedure

Following the general procedure as described in Example 68, except using material from Example 101 (780 mg, 2.03 mmol) and HCl, 1.0M in diethyl ether (125 mL, 125 mmol), the title compound is isolated in quantitative yield as a bis HCl salt by weight. LC/MS (Condition A): ret. T=1.3 min, (M+H)+ 329.

Sources & evidence

ORD record: ord-9b3cfa1bb3ee4b2ca77a212ff5270eb5
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09169295B2

Reaction notes

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