5'-(3-benzoylpropionyl)-3'-deoxy-3'-dihydroxyphosphinylmethyl-2'-O-acetyl uridine pyridinium salt

Base Information

Chemical Name:5'-(3-benzoylpropionyl)-3'-deoxy-3'-dihydroxyphosphinylmethyl-2'-O-acetyl uridine pyridinium salt
CAS No.:95899-95-9
Molecular Formula:C₅H₅N*C₂₂H₂₅N₂O₁₁P
Molecular Weight:603.522
Hs Code.:

Synonyms:

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Chemical Property of 5'-(3-benzoylpropionyl)-3'-deoxy-3'-dihydroxyphosphinylmethyl-2'-O-acetyl uridine pyridinium salt

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Technology Process of 5'-(3-benzoylpropionyl)-3'-deoxy-3'-dihydroxyphosphinylmethyl-2'-O-acetyl uridine pyridinium salt

There total 10 articles about 5'-(3-benzoylpropionyl)-3'-deoxy-3'-dihydroxyphosphinylmethyl-2'-O-acetyl uridine pyridinium salt 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:

: 21665-16-7,37776-66-2
3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-methylene-α-D-ribo-hexofuranose

: 95899-95-9
5'-(3-benzoylpropionyl)-3'-deoxy-3'-dihydroxyphosphinylmethyl-2'-O-acetyl uridine pyridinium salt

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) borane; 2.) 2N NaOH, 30percent hydrogen peroxide / 1.) THF, dimethyl sulfide, 0 deg C, 24 h; 2.) THF, water, 0 deg C - RT, 2 h

2: 73.8 percent / N-bromosuccinimide, triphenylphosphine / dimethylformamide; pyridine / 1.) 0 deg C - RT, 1 h; 2.) 60 deg C, 3 h

3: 91.2 percent / 1.6percent sulfuric acid / methanol; CHCl₃; H₂O / 72 h / Ambient temperature

4: 1.) sodium meta-periodate, sodium bicarbonate; 2.) sodium borohydride / 1.) ethanol, water, RT, 3 h; 2.) RT, overnight

5: 53.5 percent / DCC / pyridine / 24 h / Ambient temperature

6: 80percent acetic acid / H₂O / 24 h / 80 °C

7: pyridine / Ambient temperature

8: 68 percent / 72 h / 160 - 180 °C

9: 80 percent / stannous chloride / acetonitrile / 24 h / Ambient temperature

10: 1.) trimethylsilyl bromide; 2.) pyridine / 1.) chloroform, 7 h; 2.) water, 1 h

With pyridine; sodium hydroxide; sodium tetrahydroborate; sodium periodate; N-Bromosuccinimide; trimethylsilyl bromide; sulfuric acid; borane; dihydrogen peroxide; sodium hydrogencarbonate; acetic acid; dicyclohexyl-carbodiimide; triphenylphosphine; tin(ll) chloride; In pyridine; methanol; chloroform; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0040-4020(84)85072-3

Reference yield:

: 69832-48-0,119100-05-9
3-C-deoxy-3-C-hydroxymethyl-1,2;5,6-di-O-isopropylidene-α-D-allo-furanose

: 95899-95-9
5'-(3-benzoylpropionyl)-3'-deoxy-3'-dihydroxyphosphinylmethyl-2'-O-acetyl uridine pyridinium salt

Guidance literature:: Multi-step reaction with 9 steps

1: 73.8 percent / N-bromosuccinimide, triphenylphosphine / dimethylformamide; pyridine / 1.) 0 deg C - RT, 1 h; 2.) 60 deg C, 3 h

2: 91.2 percent / 1.6percent sulfuric acid / methanol; CHCl₃; H₂O / 72 h / Ambient temperature

3: 1.) sodium meta-periodate, sodium bicarbonate; 2.) sodium borohydride / 1.) ethanol, water, RT, 3 h; 2.) RT, overnight

4: 53.5 percent / DCC / pyridine / 24 h / Ambient temperature

5: 80percent acetic acid / H₂O / 24 h / 80 °C

6: pyridine / Ambient temperature

7: 68 percent / 72 h / 160 - 180 °C

8: 80 percent / stannous chloride / acetonitrile / 24 h / Ambient temperature

9: 1.) trimethylsilyl bromide; 2.) pyridine / 1.) chloroform, 7 h; 2.) water, 1 h

With pyridine; sodium tetrahydroborate; sodium periodate; N-Bromosuccinimide; trimethylsilyl bromide; sulfuric acid; sodium hydrogencarbonate; acetic acid; dicyclohexyl-carbodiimide; triphenylphosphine; tin(ll) chloride; In pyridine; methanol; chloroform; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0040-4020(84)85072-3

Reference yield:

: 95899-89-1
3-deoxy-3-bromomethyl-1,2-O-isopropylidene-α-D-ribofuranose

: 95899-95-9
5'-(3-benzoylpropionyl)-3'-deoxy-3'-dihydroxyphosphinylmethyl-2'-O-acetyl uridine pyridinium salt

Guidance literature:: Multi-step reaction with 6 steps

1: 53.5 percent / DCC / pyridine / 24 h / Ambient temperature

2: 80percent acetic acid / H₂O / 24 h / 80 °C

3: pyridine / Ambient temperature

4: 68 percent / 72 h / 160 - 180 °C

5: 80 percent / stannous chloride / acetonitrile / 24 h / Ambient temperature

6: 1.) trimethylsilyl bromide; 2.) pyridine / 1.) chloroform, 7 h; 2.) water, 1 h

With pyridine; trimethylsilyl bromide; acetic acid; dicyclohexyl-carbodiimide; tin(ll) chloride; In pyridine; water; acetonitrile;
DOI:10.1016/0040-4020(84)85072-3