Hydrochloric Acid → ethyl 5-(N-t-butoxycarbonyl-L-phenylalanyl)-4,5,6,7-tetrahydropyrazolo[4,3-c]pyridin-2-acetate

Participants

Role	Name	HCID	Charge
Reactant	Hydrochloric Acid	HCID 313	—
Reactant	p-Toluenesulfonic acid	HCID 6101	—
Reactant	L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-	HCID 77857	—
Reactant	Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 2733084	—
Reactant	Ethyl 4,5,6,7-tetrahydropyrazolo[4,3-c]pyridin-2-acetate	HCID 17794678	—
Product	ethyl 5-(N-t-butoxycarbonyl-L-phenylalanyl)-4,5,6,7-tetrahydropyrazolo[4,3-c]pyridin-2-acetate	HCID 70244420	—

Reaction Steps

In the same manner as in Example I-(1-A) except for using 0.30 g (0.79 mmol) of ethyl 4,5,6,7-tetrahydropyrazolo[4,3-c]pyridin-2-acetate.TsOH in place of ethyl 4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-acetate.HCl, 0.20 g (0.79 mmol) of N-t-butoxycarbonyl-L-phenylalanine in place of N-t-butoxycarbonyl-L-4-nirophenylalanine and 0.33 g (0.87 mmol) of HBTU in place of BOP, the reaction was carried out to obtain ethyl 5-(N-t-butoxycarbonyl-L-phenylalanyl)-4,5,6,7-tetrahydropyrazolo[4,3-c]pyridin-2-acetate as pale brownish solid without purification.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06265418B1
Source dataset	uspto-grants-2001_07
ORD ID	ord-8ffbdc1fab924591b8cba80b465df76f
Source note	uspto-grants-2001_07