1-[2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

Base Information

Chemical Name:1-[2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil
CAS No.:1363739-59-6
Molecular Formula:C₂₀H₂₇N₂O₇P
Molecular Weight:438.417
Hs Code.:

Synonyms:1-[2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

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Chemical Property of 1-[2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

Chemical Property:

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Technology Process of 1-[2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

There total 6 articles about 1-[2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil 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: 71.0%

: 1363739-51-8
1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

: 1363739-59-6
1-[2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1080/15257770.2012.654876

Reference yield:

: 1363739-50-7
1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-bromouracil

: 1363739-59-6
1-[2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

Guidance literature:: Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; N,N-dimethyl-formamide / 6 h / 130 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; sodium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; 1: Suzuki-Miyaura coupling;
DOI:10.1080/15257770.2012.654876

Reference yield:

: 1363739-44-9
1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hex-5-enofuranosyl]uracil

: 1363739-59-6
1-[2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

Guidance literature:: Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / methanol

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; N,N-dimethyl-formamide / 6 h / 130 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium carbonate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 3: Suzuki-Miyaura coupling;
DOI:10.1080/15257770.2012.654876