766556-96-1

Basic information

• Product Name: (3R,4S)-3-tert-butoxycarbonylamino-4-[4-(2-oxo-2H-pyridin-1-yl)-benzoylamino]-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester
• Synonyms: (3R,4S)-3-tert-butoxycarbonylamino-4-[4-(2-oxo-2H-pyridin-1-yl)-benzoylamino]-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester
• CAS NO: 766556-96-1
• Molecular Weight: 620.705
• Mol File: 766556-96-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3R,4S)-3-tert-butoxycarbonylamino-4-[4-(2-oxo-2H-pyridin-1-yl)-benzoylamino]-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4S)-3-tert-butoxycarbonylamino-4-[4-(2-oxo-2H-pyridin-1-yl)-benzoylamino]-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester(766556-96-1)
• EPA Substance Registry System: (3R,4S)-3-tert-butoxycarbonylamino-4-[4-(2-oxo-2H-pyridin-1-yl)-benzoylamino]-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester(766556-96-1)

Safety Data

• Hazardous Substances Data: 766556-96-1(Hazardous Substances Data)

Upstream product

• 766556-94-9 (3S,4R)-3-azido-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester 
• 766556-93-8 (3R,4R)-(9H-fluoren-9-yl)methyl 3-tert-butoxycarbonylamino-4-hydroxypyrrolidine-1-carboxylate 
• 766556-92-7 (3R,4R)-3-azido-4-hydroxy-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester 
• 766556-90-5 2,5-dihydro-pyrrole-1-carboxylic acid 9H-fluoren-9-ylmethyl ester 
• 766556-54-1 4-(2-oxopyridine-1-(2H)-yl)benzoic acid 
• 766556-95-0 (3S,4R)-3-amino-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester 

Downstream Products

• 766553-17-7 (3R,4S)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-4-[4-(2-oxo-2H-pyridin-1-yl)-benzoylamino]-pyrrolidine-1-carboxylic acid 9H-fluoren-9-yl methyl ester 
• 766557-68-0 (3R,4S)-5-chloro-thiophene-2-carboxylic acid {4-[4-(2-oxo-2H-pyridin-1-yl)-benzoylamino]-pyrrolidin-3-yl}-amide 
• 1364510-82-6 (3R,4S)-3-amino-4-[4-(2-oxo-2H-pyridin-1-yl)-benzoylamino]-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester trifluoroacetic acid salt 

Relevant articles and documents

Enantiopure five-membered cyclicdiamine derivatives as potent and selective inhibitors of factor Xa. Improving in vitro metabolic stability via core modifications

We previously reported a series of enantiopure cis-(1R,2S)-cyclopentyldiamine derivatives as potent and selective inhibitors of Factor Xa (FXa). Herein, we describe our approach to improve the metabolic stability of this series via core modifications. Multiple resulting series of compounds demonstrated similarly high FXa potency and improved metabolic stability in human liver microsomes compared with the cyclopentyldiamide 1. (3R,4S)-Pyrrolidinyldiamide 31 was the best overall compound with human FXa Ki of 0.50 nM, PT EC2x of 2.1 μM in human plasma, bioavailability of 25% and t1/2of 2.7 h in dogs. Further biochemical characterization of compound 31 is also presented.