1-[2-deoxy-3,5-di-O-(2-cyanoethylmethylphosphoryl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

Base Information

Chemical Name:1-[2-deoxy-3,5-di-O-(2-cyanoethylmethylphosphoryl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine
CAS No.:906482-26-6
Molecular Formula:C₂₅H₃₁N₅O₁₄P₂
Molecular Weight:687.494
Hs Code.:

Synonyms:1-[2-deoxy-3,5-di-O-(2-cyanoethylmethylphosphoryl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

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Chemical Property of 1-[2-deoxy-3,5-di-O-(2-cyanoethylmethylphosphoryl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

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Technology Process of 1-[2-deoxy-3,5-di-O-(2-cyanoethylmethylphosphoryl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

There total 4 articles about 1-[2-deoxy-3,5-di-O-(2-cyanoethylmethylphosphoryl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]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:

: Phosphorous acid (2R,3S,5R)-2-[(2-cyano-ethoxy)-methoxy-phosphanyloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(2-nitro-benzyloxy)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester methyl ester

: 906482-26-6
1-[2-deoxy-3,5-di-O-(2-cyanoethylmethylphosphoryl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

Guidance literature:: With pyridine; iodine; In tetrahydrofuran; chloroform; water; at 20 ℃;
DOI:10.1021/ol060987v

Reference yield:

: 906482-23-3
1-[2-deoxy-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

: 906482-26-6
1-[2-deoxy-3,5-di-O-(2-cyanoethylmethylphosphoryl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-tetrazole; molecular sieves 4 Angstroem / acetonitrile / 1.5 h / 0 - 20 °C

2: 110 mg / iodine; pyridine / tetrahydrofuran; H₂O; CHCl₃ / 20 °C

With pyridine; 1H-tetrazole; 4 A molecular sieve; iodine; In tetrahydrofuran; chloroform; water; acetonitrile;
DOI:10.1021/ol060987v

Reference yield:

: 906482-21-1
1-[3-O-(t-butyldimethylsilyl)-2-deoxy-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

: 906482-26-6
1-[2-deoxy-3,5-di-O-(2-cyanoethylmethylphosphoryl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

2: 1H-tetrazole; molecular sieves 4 Angstroem / acetonitrile / 1.5 h / 0 - 20 °C

3: 110 mg / iodine; pyridine / tetrahydrofuran; H₂O; CHCl₃ / 20 °C

With pyridine; 1H-tetrazole; 4 A molecular sieve; tetrabutyl ammonium fluoride; iodine; In tetrahydrofuran; chloroform; water; acetonitrile;
DOI:10.1021/ol060987v