(6'-diethoxyphosphonate-3'-O-tert-butyldiphenylsilyl-2',5',6'-trideoxy-β-D-ribo-hexofuranosyl)-1-thymine

Base Information

Chemical Name:(6'-diethoxyphosphonate-3'-O-tert-butyldiphenylsilyl-2',5',6'-trideoxy-β-D-ribo-hexofuranosyl)-1-thymine
CAS No.:127218-28-4
Molecular Formula:C₃₁H₄₃N₂O₇PSi
Molecular Weight:614.751
Hs Code.:

Synonyms:(6'-diethoxyphosphonate-3'-O-tert-butyldiphenylsilyl-2',5',6'-trideoxy-β-D-ribo-hexofuranosyl)-1-thymine

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Chemical Property of (6'-diethoxyphosphonate-3'-O-tert-butyldiphenylsilyl-2',5',6'-trideoxy-β-D-ribo-hexofuranosyl)-1-thymine

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Technology Process of (6'-diethoxyphosphonate-3'-O-tert-butyldiphenylsilyl-2',5',6'-trideoxy-β-D-ribo-hexofuranosyl)-1-thymine

There total 6 articles about (6'-diethoxyphosphonate-3'-O-tert-butyldiphenylsilyl-2',5',6'-trideoxy-β-D-ribo-hexofuranosyl)-1-thymine 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: 91.0%

: 127244-83-1
<6'-diethoxyphosphonate-3'-O-tert-butyldiphenylsilyl-6'-thio-(2'-pyridyl)-2',5',6'-trideoxy-β-D-ribo-hexofuranosyl>-1-thymine

: 127218-28-4
(6'-diethoxyphosphonate-3'-O-tert-butyldiphenylsilyl-2',5',6'-trideoxy-β-D-ribo-hexofuranosyl)-1-thymine

Guidance literature:: With azobisisobutyronitrile; tri-n-butyl-tin hydride; In benzene; for 24h; Heating;
DOI:10.1016/S0040-4020(01)88721-4

Reference yield:

: 127244-82-0
(2S,3S,5R)-3-(tert-butyldiphenylsilanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydrofuran-2-carboxylic acid

: 127218-28-4
(6'-diethoxyphosphonate-3'-O-tert-butyldiphenylsilyl-2',5',6'-trideoxy-β-D-ribo-hexofuranosyl)-1-thymine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) isobutyl chloroformate, N-methylmorpholine / 1.) 0 deg C, 15 min., THF, 2.) THF, 0 deg C, 1 h

2: 0.479 g / tetrahydrofuran / 0.5 h / 0 °C

With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)88721-4

Reference yield:

: 127218-27-3
(2S,3S,5R)-3-(tert-butyldiphenylsilanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydrofuran-2-carboxylic acid tert-butyl ester

: 127218-28-4
(6'-diethoxyphosphonate-3'-O-tert-butyldiphenylsilyl-2',5',6'-trideoxy-β-D-ribo-hexofuranosyl)-1-thymine

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / CF₃COOH / CH₂Cl₂ / 3 h / 20 °C

2: 1.) N-methyl morpholine / 1.) THF; 2.) THF, 0 deg C, 1h; 3.) irradiation, 30 min, 0 deg C

3: 80 percent / Bu₃SnH / AIBN / benzene / 24 h / Heating

With 4-methyl-morpholine; tri-n-butyl-tin hydride; trifluoroacetic acid; 2,2'-azobis(isobutyronitrile); In dichloromethane; benzene;
DOI:10.1016/S0040-4039(01)80556-6