5'-O-(trimethylsilyl), 3'-O-(t-butyldiphenylsilyl)-(5S)'-C-(oxo-propan)-thymidine

Base Information

Chemical Name:5'-O-(trimethylsilyl), 3'-O-(t-butyldiphenylsilyl)-(5S)'-C-(oxo-propan)-thymidine
CAS No.:224157-42-0
Molecular Formula:C₃₂H₄₄N₂O₆Si₂
Molecular Weight:608.882
Hs Code.:

Synonyms:5'-O-(trimethylsilyl), 3'-O-(t-butyldiphenylsilyl)-(5S)'-C-(oxo-propan)-thymidine

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Chemical Property of 5'-O-(trimethylsilyl), 3'-O-(t-butyldiphenylsilyl)-(5S)'-C-(oxo-propan)-thymidine

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Technology Process of 5'-O-(trimethylsilyl), 3'-O-(t-butyldiphenylsilyl)-(5S)'-C-(oxo-propan)-thymidine

There total 3 articles about 5'-O-(trimethylsilyl), 3'-O-(t-butyldiphenylsilyl)-(5S)'-C-(oxo-propan)-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: 90.0%

: 224157-41-9
5'-O-(trimethylsilyl), 3'-O-(t-butyldiphenylsilyl)-(5S)'-C-(propan-1-ol)-thymidine

: 224157-42-0
5'-O-(trimethylsilyl), 3'-O-(t-butyldiphenylsilyl)-(5S)'-C-(oxo-propan)-thymidine

Guidance literature:: With sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; In dichloromethane; for 0.416667h; Ambient temperature;
DOI:10.1016/S0040-4020(99)00246-X

Reference yield:

: 146604-43-5
1-(2-deoxy-3-O-tert-butyldiphenylsilyl-β-D-erythro-pentadialdo-1,4-furanosyl)-5-methyluracil

: 224157-42-0
5'-O-(trimethylsilyl), 3'-O-(t-butyldiphenylsilyl)-(5S)'-C-(oxo-propan)-thymidine

Guidance literature:: Multi-step reaction with 4 steps

1: BF₃*Et₂O / CH₂Cl₂ / 3 h / 0 °C

2: HMDS / pyridine / 3 h / Ambient temperature

3: 1.) BH₃:Me₂S, 2.) 2N NaOH, 30 percent H₂O₂ / 1.) THF, room temperature, 3 h, 2.) 15 min

4: 90 percent / Et₃N, DMSO, Pyr:SO₃ / CH₂Cl₂ / 0.42 h / Ambient temperature

With sodium hydroxide; dimethylsulfide borane complex; boron trifluoride diethyl etherate; dihydrogen peroxide; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In pyridine; dichloromethane;
DOI:10.1016/S0040-4020(99)00246-X

Reference yield:

: 224157-40-8
5'-O-(trimethylsilyl), 3'-O-(t-butyldiphenylsilyl)-(5S)'-C-allylthymidine

: 224157-42-0
5'-O-(trimethylsilyl), 3'-O-(t-butyldiphenylsilyl)-(5S)'-C-(oxo-propan)-thymidine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) BH₃:Me₂S, 2.) 2N NaOH, 30 percent H₂O₂ / 1.) THF, room temperature, 3 h, 2.) 15 min

2: 90 percent / Et₃N, DMSO, Pyr:SO₃ / CH₂Cl₂ / 0.42 h / Ambient temperature

With sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4020(99)00246-X