Thiophosphorofluoridic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Base Information

Chemical Name:Thiophosphorofluoridic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester
CAS No.:182370-37-2
Molecular Formula:C₃₁H₃₂FN₂O₈PS
Molecular Weight:642.642
Hs Code.:

Thiophosphorofluoridic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Synonyms:Thiophosphorofluoridic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

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Chemical Property of Thiophosphorofluoridic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

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Technology Process of Thiophosphorofluoridic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

There total 10 articles about Thiophosphorofluoridic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester 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: 98.0%

: 171081-18-8
O-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl) O-(tert-butyl) thiophosphorofluoridate

: 182370-37-2
O-[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl] hydrogen thiophosphorofluoridate

Guidance literature:: In acetonitrile; at 80 ℃; for 2h;
DOI:10.1039/b413552k

Reference yield: 78.0%

: 179090-12-1
5'-O-DMT-thymidine 3'-O-(2-thio-1,3,2-oxathiaphospholane)

: 182370-37-2
Thiophosphorofluoridic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine hydrofluoride; In acetonitrile; for 0.25h;
DOI:10.1039/a706636h

Reference yield:

: 162611-40-7,162611-41-8,171081-08-6
5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl-(N,N-diisopropylamino)phosphorofluoridite

: 182370-37-2
O-[5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl] hydrogen thiophosphorofluoridate

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / Me₃SiCl / tetrahydrofuran / 1 h

2: 97 percent / sulfur; (C₃H₇)2NH / tetrahydrofuran / 2 h / 20 °C

3: 98 percent / acetonitrile / 2 h / 80 °C

With chloro-trimethyl-silane; (C₃H₇)2NH; sulfur; In tetrahydrofuran; acetonitrile;
DOI:10.1039/b413552k