1-[2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-D-glycero-pent-3-enofuranosyl]thymine

Base Information

Chemical Name:1-[2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-D-glycero-pent-3-enofuranosyl]thymine
CAS No.:774226-10-7
Molecular Formula:C₂₈H₃₂N₂O₆Si
Molecular Weight:520.657
Hs Code.:

Synonyms:1-[2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-D-glycero-pent-3-enofuranosyl]thymine

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Chemical Property of 1-[2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-D-glycero-pent-3-enofuranosyl]thymine

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Technology Process of 1-[2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-D-glycero-pent-3-enofuranosyl]thymine

There total 10 articles about 1-[2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-D-glycero-pent-3-enofuranosyl]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: 67.0%

: acetic acid 4-benzeneselenonyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

: 774226-10-7
1-[2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-D-glycero-pent-3-enofuranosyl]thymine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 70 ℃; for 1h;
DOI:10.1081/NCN-120030721

Reference yield:

: 774226-13-0
1-(3-deoxy-3-phenylseleno-β-D-arabinofuranosyl)thymine

: 774226-10-7
1-[2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-D-glycero-pent-3-enofuranosyl]thymine

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / pyridine / 20 °C

2: 88 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 1 h / 20 °C

3: 70 percent / m-CPBA / CH₂Cl₂ / 30 h / 0 °C

4: 67 percent / i-Pr₂NEt / tetrahydrofuran / 1 h / 70 °C

With pyridine; dmap; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1081/NCN-120030721

Reference yield:

: 180699-58-5
1-[5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-phenylseleno-β-D-arabinofuranosyl]thymine

: 774226-10-7
1-[2-O-acetyl-5-O-(tert-butyldiphenylsilyl)-β-D-glycero-pent-3-enofuranosyl]thymine

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 1 h / 20 °C

2: 70 percent / m-CPBA / CH₂Cl₂ / 30 h / 0 °C

3: 67 percent / i-Pr₂NEt / tetrahydrofuran / 1 h / 70 °C

With dmap; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1081/NCN-120030721