5'-O-(tert-butyldiphenylsilyl)-3'-O-[(2R,4S,5R)-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-yl]thymidine

Base Information

Chemical Name:5'-O-(tert-butyldiphenylsilyl)-3'-O-[(2R,4S,5R)-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-yl]thymidine
CAS No.:434937-16-3
Molecular Formula:C₃₆H₄₄N₃O₆PSi
Molecular Weight:673.821
Hs Code.:

Synonyms:5'-O-(tert-butyldiphenylsilyl)-3'-O-[(2R,4S,5R)-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-yl]thymidine

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Chemical Property of 5'-O-(tert-butyldiphenylsilyl)-3'-O-[(2R,4S,5R)-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-yl]thymidine

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Technology Process of 5'-O-(tert-butyldiphenylsilyl)-3'-O-[(2R,4S,5R)-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-yl]thymidine

There total 2 articles about 5'-O-(tert-butyldiphenylsilyl)-3'-O-[(2R,4S,5R)-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-yl]thymidine 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:

: 61739-41-1,146683-57-0,154097-86-6
(4S,5R)-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine

: 101527-40-6
5'-O-tert-butyldiphenylsilylthymidine

: 434937-16-3
5'-O-(tert-butyldiphenylsilyl)-3'-O-[(2R,4S,5R)-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-yl]thymidine

: 5'-O-(tert-butyldiphenylsilyl)-3'-O-[(2S,4S,5R)-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-yl]thymidine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/ja034502z

Reference yield:

: 299-42-3,7009-81-6,90-83-5,6912-63-6
ephedrine

: 434937-16-3
5'-O-(tert-butyldiphenylsilyl)-3'-O-[(2R,4S,5R)-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-yl]thymidine

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / PCl₃; 4-methylmorpholine / toluene / 0 - 20 °C

2: Et₃N / tetrahydrofuran / -78 - 20 °C

With 4-methyl-morpholine; triethylamine; phosphorus trichloride; In tetrahydrofuran; toluene;
DOI:10.1021/ja034502z

Reference yield:

: 40733-27-5
3'-O-(t-butyldimethylsilyl)thymidine

: 434937-16-3
5'-O-(tert-butyldiphenylsilyl)-3'-O-[(2R,4S,5R)-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-yl]thymidine

: C₅₂H₇₂N₅O₁₁PSi₂

: C₅₂H₇₂N₅O₁₁PSi₂

Guidance literature:: With 1-(cyanomethyl)piperidinium tetrafluoroborate; In [D₃]acetonitrile; acetonitrile; at 20 ℃; Title compound not separated from byproducts.;
DOI:10.1021/ja017275e