114071-48-6

Basic information

• Product Name: [1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-2,4(1H,3H)-pyrimidinedione
• Synonyms: [1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-2,4(1H,3H)-pyrimidinedione
• CAS NO: 114071-48-6
• Molecular Weight: 422.481
• Mol File: 114071-48-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-2,4(1H,3H)-pyrimidinedione(CAS DataBase Reference)
• NIST Chemistry Reference: [1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-2,4(1H,3H)-pyrimidinedione(114071-48-6)
• EPA Substance Registry System: [1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-2,4(1H,3H)-pyrimidinedione(114071-48-6)

Safety Data

• Hazardous Substances Data: 114071-48-6(Hazardous Substances Data)

Upstream product

• 110567-22-1 (2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane 
• 66-22-8 uracil 
• 4984-82-1 sodium cyclopentadienylide 
• 110567-21-0 (1S,2R)-2-(benzyloxymethyl)-1-hydroxy-3-cyclopentene 
• 117641-39-1 (2R,3S)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ol 
• 39939-07-6 5-(benzyloxymethyl)cyclopentadiene 

Downstream Products

• 142217-90-1 1-((1S,3R,4S)-4-Benzyloxy-3-benzyloxymethyl-2-methylene-cyclopentyl)-5-iodo-1H-pyrimidine-2,4-dione 
• 142217-89-8 [1S-(1α,3α,4β)]-5-Iodo-1-[2-oxo-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclo-pentyl]-2,4(1H,3H)-pyrimidinedione 
• 142217-88-7 [1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-5-iodo-2,4(1H,3H)-pyrimidinedione 

Relevant articles and documents

BMS-200475, a novel carbocyclic 2'-deoxyguanosine analog with potent and selective anti-hepatitis B virus activity in vitro

BMS-200475, a never carbocyclic analog of 2'-deoxyguanosine, is a potent inhibitor of hepatitis B virus in vitro (ED50 = 3 nM) with relatively low cytotoxicity (CC50 = 21-120 μM). A practical 10-step asymmetric synthesis was developed affording BMS-200475 in 18% overall chemical yield and > 99% optical purity. The enantiomer of BMS-200475 as well as the adenine, thymine, and iodouracil analogs are much less active.

Short Convergent Route to Homochiral Carbocyclic 2'-Deoxynucleosides and Carbocyclic Ribonucleosides

The epoxide (1) has been converted into the antiviral agents (5) and (7) while epoxide (9) furnished carbocyclic guanosine (12).