2-C-Methyl-4,5-O-(1-methylethylidene)-D-arabinonic Acid Ethyl Ester Cyclic Sulfate - CAS 879551-01-6

Catalog:	BB056500
Product Name:	2-C-Methyl-4,5-O-(1-methylethylidene)-D-arabinonic Acid Ethyl Ester Cyclic Sulfate
CAS:	879551-01-6
Synonyms:	(4S,5R)-ethyl 5-((R)-2,2-diMethyl-1,3-dioxolan-4-yl)-4-Methyl-1,3,2-dioxathiolane-4-carboxylate 2,2-dioxide; Ethyl (4S,5R)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-methyl-2,2-dioxo-1,3,2-dioxathiolane-4-carboxylate; 2-C-Methyl-4,5-O-(1-methylethylidene)-D-arabinonic Acid Ethyl Ester Cyclic Sulfate; (4S,5R)-4-(Ethoxycarbonyl)-4-methyl-5-[(4R)-2,2-dimethyl-1,3-dioxolane-4-yl]-1,3,2-dioxathiolane 2,2-dioxide

Technical Data

IUPAC Name:	ethyl (4S,5R)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-methyl-2,2-dioxo-1,3,2-dioxathiolane-4-carboxylate
Description:	2-C-Methyl-4,5-O-(1-methylethylidene)-D-arabinonic Acid Ethyl Ester Cyclic Sulfate can be utilized for the synthesis of2'-deoxy-2'-fluoro-2'-C-methylcytidine (I) (PSI-6130), which is a potent and selective inhibitor of HCV NS5B polymerase. It also has potential applications for the synthesis of related antiviral agents.
Molecular Weight:	310.32
Molecular Formula:	C11H18O8S
Canonical SMILES:	CCOC(=O)C1(C(OS(=O)(=O)O1)C2COC(O2)(C)C)C
InChI:	InChI=1S/C11H18O8S/c1-5-15-9(12)11(4)8(18-20(13,14)19-11)7-6-16-10(2,3)17-7/h7-8H,5-6H2,1-4H3/t7-,8-,11+/m1/s1
InChI Key:	UYMLTUZYEYHYHO-XLDPMVHQSA-N
References:	Wang, P., et al.: J. Org. Chem. 74, 6819 (2009); Wang, P., et al.: PCT Int. Appl. WO 2006012440 A2 20060202 (2006).

Complexity:	493
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	3
Defined Bond Stereocenter Count:	0
Exact Mass:	310.0722387
Formal Charge:	0
Heavy Atom Count:	20
Hydrogen Bond Acceptor Count:	8
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	310.0722387
Rotatable Bond Count:	4
Topological Polar Surface Area:	106Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	0.3