ChemicalBook CAS DataBase List 2-THIOURIDINE

2-THIOURIDINE synthesis

7synthesis methods

Product Name:2-THIOURIDINE
CAS Number:20235-78-3
Molecular formula:C9H12N2O5S
Molecular Weight:260.27

21052-18-6 Synthesis

21052-18-6
18 suppliers
$95.00/50mg

20235-78-3
104 suppliers
$49.00/25mg

Yield:20235-78-3 66.2%

Reaction Conditions:

Stage #1: 2-thio-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-(3H)pyrimidine-2,4-dionewith lithium hydroxide in methanol at 20; for 0.0166667 h;
Stage #2: with hydrogenchloride in methanol;water;

Steps:

48 Synthesis of 5-N-methyl-N-TFA-aminomethyl-2-thiouridine (00901013015-N-Me,N-TFA):

To a stirred solution of compound 139 (70 g, 181 .1 7 mmol) in methanol (700 ml_) was added lithium hydroxide (1 5 g, 625 mmol). It was stirred at room temperature for 1 min. Upon completion of the reaction as monitored by TLC, the reaction mixture was treated with hydrochloric acid (3 N) to adjust to neutral. The reaction mixture was concentrated under reduced pressure resulting in white solid precipitation. The precipitate was filtered giving 31 .2 g compound 1 17 as white solid in 66.2 % yield.

References:

WO2014/93924,2014,A1 Location in patent:Page/Page column 287

28542-31-6 Synthesis