2-THIOURIDINE synthesis
- Product Name:2-THIOURIDINE
- CAS Number:20235-78-3
- Molecular formula:C9H12N2O5S
- Molecular Weight:260.27
21052-18-6
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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
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6974-32-9
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25030-30-2
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13035-61-5
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