N-((1S,2R,3S,4R)-4-{6-(1-Ethyl-propylamino)-2-[(R)-3-((R)-3-pyrrolidin-3-ylureido)-pyrrolidin-1-yl]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-propionamide trifluoroacetate → N-((1S,2R,3S,4R)-2,3-Dihydroxy-4-{6-[(naphthalen-1-ylmethyl)-amino]-2-[(R)-3-((R)-3-pyrrolidin-3-ylureido)-pyrrolidin-1-yl]-purin-9-yl}-cyclopentyl)-propionamide trifluoroacetate

Participants

Role	Name	HCID	Charge
Reactant	N-((1S,2R,3S,4R)-4-{6-(1-Ethyl-propylamino)-2-[(R)-3-((R)-3-pyrrolidin-3-ylureido)-pyrrolidin-1-yl]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-propionamide trifluoroacetate	HCID 67019376	—
Reactant	N-((1S,2R,3S,4R)-4-{2-chloro-6-[(naphthalen-1-ylmethyl)-amino]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-propionamide trifluoroacetate	HCID 86622652	—
Product	N-((1S,2R,3S,4R)-2,3-Dihydroxy-4-{6-[(naphthalen-1-ylmethyl)-amino]-2-[(R)-3-((R)-3-pyrrolidin-3-ylureido)-pyrrolidin-1-yl]-purin-9-yl}-cyclopentyl)-propionamide trifluoroacetate	HCID 67019363	—

Reaction Steps

This compound is prepared analogously to N-((1S,2R,3S,4R)-4-{6-(1-Ethyl-propylamino)-2-[(R)-3-((R)-3-pyrrolidin-3-ylureido)-pyrrolidin-1-yl]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-propionamide trifluoroacetate by replacing N-{(1S,2R,3S,4R)-4-[2-chloro-6-(1-ethyl-propylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide with N-((1S,2R,3S,4R)-4-{2-chloro-6-[(naphthalen-1-ylmethyl)-amino]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-propionamide trifluoroacetate.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08163754B2
Source dataset	uspto-grants-2012_04
ORD ID	ord-ebb085d79f1842fa9fec0fa71d9a4a76
Source note	uspto-grants-2012_04