4-Amino-1-((2S,3S,5S)-2,5-bis-trityloxymethyl-tetrahydro-furan-3-yl)-1H-pyrimidin-2-one

Base Information

Chemical Name:4-Amino-1-((2S,3S,5S)-2,5-bis-trityloxymethyl-tetrahydro-furan-3-yl)-1H-pyrimidin-2-one
CAS No.:798574-39-7
Molecular Formula:C₄₈H₄₃N₃O₄
Molecular Weight:725.887
Hs Code.:

Synonyms:4-Amino-1-((2S,3S,5S)-2,5-bis-trityloxymethyl-tetrahydro-furan-3-yl)-1H-pyrimidin-2-one

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Chemical Property of 4-Amino-1-((2S,3S,5S)-2,5-bis-trityloxymethyl-tetrahydro-furan-3-yl)-1H-pyrimidin-2-one

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Technology Process of 4-Amino-1-((2S,3S,5S)-2,5-bis-trityloxymethyl-tetrahydro-furan-3-yl)-1H-pyrimidin-2-one

There total 2 articles about 4-Amino-1-((2S,3S,5S)-2,5-bis-trityloxymethyl-tetrahydro-furan-3-yl)-1H-pyrimidin-2-one 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: 76.0%

: 798574-38-6
1-((2S,3S,5S)-2,5-Bis-trityloxymethyl-tetrahydro-furan-3-yl)-4-hydroxy-1H-pyrimidin-2-one

: 798574-39-7
4-Amino-1-((2S,3S,5S)-2,5-bis-trityloxymethyl-tetrahydro-furan-3-yl)-1H-pyrimidin-2-one

Guidance literature:: 1-((2S,3S,5S)-2,5-Bis-trityloxymethyl-tetrahydro-furan-3-yl)-4-hydroxy-1H-pyrimidin-2-one; With dmap; 2,4,6-triisopropylphenylsulfonyl chloride; In acetonitrile; at 20 ℃; for 3h;

With ammonium hydroxide; In acetonitrile; at 20 ℃; for 2h; Further stages.;
DOI:10.1016/j.tet.2004.08.087

Reference yield:

: thiocarbonic acid O-[4-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-2,5-bis-trityloxymethyl-tetrahydro-furan-3-yl] ester O-phenyl ester

: 798574-39-7
4-Amino-1-((2S,3S,5S)-2,5-bis-trityloxymethyl-tetrahydro-furan-3-yl)-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 600 mg / Bu₃SnH; AIBN / benzene / 1.5 h / 80 °C

2.1: DMAP; 2,4,6-triisopropylbenzenesulfonyl chloride / acetonitrile / 3 h / 20 °C

2.2: 76 percent / aq. NH₄OH / acetonitrile / 2 h / 20 °C

With dmap; 2,4,6-triisopropylphenylsulfonyl chloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In acetonitrile; benzene;
DOI:10.1016/j.tet.2004.08.087