2-S-(5'-deoxy-3'-O-tert-butyldiphenylsilyl-β-thymidin-5'-yl)mercaptoacetic acid

Base Information

Chemical Name:2-S-(5'-deoxy-3'-O-tert-butyldiphenylsilyl-β-thymidin-5'-yl)mercaptoacetic acid
CAS No.:1430073-66-7
Molecular Formula:C₂₈H₃₄N₂O₆SSi
Molecular Weight:554.739
Hs Code.:

Synonyms:2-S-(5'-deoxy-3'-O-tert-butyldiphenylsilyl-β-thymidin-5'-yl)mercaptoacetic acid

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Chemical Property of 2-S-(5'-deoxy-3'-O-tert-butyldiphenylsilyl-β-thymidin-5'-yl)mercaptoacetic acid

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Technology Process of 2-S-(5'-deoxy-3'-O-tert-butyldiphenylsilyl-β-thymidin-5'-yl)mercaptoacetic acid

There total 4 articles about 2-S-(5'-deoxy-3'-O-tert-butyldiphenylsilyl-β-thymidin-5'-yl)mercaptoacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 50-89-5,28854-96-8,3545-96-8,50-88-4
thymidine

: 1430073-66-7
2-S-(5'-deoxy-3'-O-tert-butyldiphenylsilyl-β-thymidin-5'-yl)mercaptoacetic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 8 h / 0 - 20 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; hexane / 0.5 h

3.2: 1 h / 0 - 20 °C

4.1: sodium hydroxide / methanol / 0.5 h

With pyridine; 1H-imidazole; sodium hydride; sodium hydroxide; In methanol; hexane; N,N-dimethyl-formamide;
DOI:10.1080/15257770.2013.783218

Reference yield:

: Toluene-4-sulfonic acid (2R,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

: 1430073-66-7
2-S-(5'-deoxy-3'-O-tert-butyldiphenylsilyl-β-thymidin-5'-yl)mercaptoacetic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; hexane / 0.5 h

1.2: 1 h / 0 - 20 °C

2.1: sodium hydroxide / methanol / 0.5 h

With sodium hydride; sodium hydroxide; In methanol; hexane; N,N-dimethyl-formamide;
DOI:10.1080/15257770.2013.783218

Reference yield:

: 7253-19-2
5'-O-(p-toluenesulfonyl)thymidine

: 1430073-66-7
2-S-(5'-deoxy-3'-O-tert-butyldiphenylsilyl-β-thymidin-5'-yl)mercaptoacetic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; hexane / 0.5 h

2.2: 1 h / 0 - 20 °C

3.1: sodium hydroxide / methanol / 0.5 h

With 1H-imidazole; sodium hydride; sodium hydroxide; In methanol; hexane; N,N-dimethyl-formamide;
DOI:10.1080/15257770.2013.783218