Trifluoroacetic acid → (2s,4s)-Methyl 4-azido-1-((s)-2-((s)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-3,3-dimethylbutanoyl)pyrrolidine-2-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	Trifluoroacetic acid	HCID 6422	—
Reactant	(2S)-2-(((tert-butoxy)carbonyl)(methyl)amino)propanoic acid	HCID 7009590	—
Reactant	(2s,4s)-Methyl 4-azido-1-((s)-2-(tert-butoxycarbonylamino)-3,3-dimethylbutanoyl)pyrrolidine-2-carboxylate	HCID 57661035	—
Product	(2s,4s)-Methyl 4-azido-1-((s)-2-((s)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-3,3-dimethylbutanoyl)pyrrolidine-2-carboxylate	HCID 57661019	—

Reaction Steps

The title compound of Example 1 was treated with trifluoroacetic acid using the general procedure A to deprotect the BOC group. The resulting trifluoroacetic acid salt was coupled to Boc-N-Me-Ala-OH using the general procedure D to prepare the title compound of Example 2. 1H NMR (CDCl3): consistent with proposed structure.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08642554B2
Source dataset	uspto-grants-2014_02
ORD ID	ord-10a7f6fc613245f38e6fe1fe9362ea29
Source note	uspto-grants-2014_02