5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxy-4'-C-phenacyluridine

Base Information

Chemical Name:5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxy-4'-C-phenacyluridine
CAS No.:142560-94-9
Molecular Formula:C₃₃H₃₄N₂O₅Si
Molecular Weight:566.729
Hs Code.:

Synonyms:5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxy-4'-C-phenacyluridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxy-4'-C-phenacyluridine

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Technology Process of 5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxy-4'-C-phenacyluridine

There total 6 articles about 5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxy-4'-C-phenacyluridine 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: 14.0%

: 13735-81-4
1-styrenyloxytrimethylsilane

: 142468-64-2
1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-L-glycero-pent-3-enofuranosyl>uracil

: 1-[(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(2-oxo-2-phenyl-ethyl)-2,3-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione

: 142560-94-9
5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxy-4'-C-phenacyluridine

: 142468-70-0
5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxy-4'-C-phenacyluridine

Guidance literature:: With tin(IV) chloride; In tetrahydrofuran; at -78 ℃; for 0.5h; Yields of byproduct given;
DOI:10.1016/S0040-4039(00)78874-5

Reference yield:

: 142468-63-1
1-<2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-(phenylseleno)-β-D-arabinofuranosyl>uracil

: 142560-94-9
5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxy-4'-C-phenacyluridine

Guidance literature:: Multi-step reaction with 3 steps

1: m-CPBA / CH₂Cl₂ / 0.33 h / Ambient temperature

2: 30 - 40 °C

3: SnCl₄ / CH₂Cl₂ / 0.5 h / -78 °C

With tin(IV) chloride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo9516190

Reference yield:

: 135824-30-5
1-<3-deoxy-3-(phenylseleno)-5-O-trityl-β-D-arabinofuranosyl>uracil

: 142560-94-9
5'-O-(tert-butyldiphenylsilyl)-2',3'-didehydro-2',3'-dideoxy-4'-C-phenacyluridine

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / aq. AcOH / 0.33 h / 90 °C

2: pyridine

3: pyridine

4: m-CPBA / CH₂Cl₂ / 0.33 h / Ambient temperature

5: 30 - 40 °C

6: SnCl₄ / CH₂Cl₂ / 0.5 h / -78 °C

With pyridine; tin(IV) chloride; acetic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo9516190