1-Aminotetralin, (R)- → (S)-Benzyl 4-oxo-2-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)pyrrolidine-1-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	1-Aminotetralin, (R)-	HCID 7058072	—
Reactant	N-Carbobenzyloxy-4-keto-L-proline	HCID 11076282	—
Reactant	(S)-tert-Butyl 7-hydroxy-3-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate	HCID 86705863	—
Product	(S)-Benzyl 4-oxo-2-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)pyrrolidine-1-carboxylate	HCID 86705881	100%

Reaction Steps

Following a procedure analogous to that for the synthesis of Compound D of Example 1, (S)-1-((benzyloxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid (Aldrich, 4.00 g, 15.2 mmol) and (R)-1,2,3,4-tetrahydronaphthalen-1-amine (Alfa Aesar, 2.23 mL, 15.2 mmol) were converted to the title compound (5.96 g, 100%). MS (ESI+) m/z 393.1 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08889712B2
Source dataset	uspto-grants-2014_11
ORD ID	ord-b57b0c004422490bb033116c448e77a6
Source note	uspto-grants-2014_11