phosphoric acid 3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-nitro-benzyl ester

Base Information

Chemical Name:phosphoric acid 3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-nitro-benzyl ester
CAS No.:295311-82-9
Molecular Formula:C₂₇H₃₂N₅O₁₄P
Molecular Weight:681.55
Hs Code.:

phosphoric acid 3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2<i>H</i>-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2<i>H</i>-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-nitro-benzyl ester

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Chemical Property of phosphoric acid 3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-nitro-benzyl ester

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Technology Process of phosphoric acid 3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-nitro-benzyl ester

There total 7 articles about phosphoric acid 3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-nitro-benzyl 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:

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 295311-82-9
phosphoric acid 3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: dicyclohexylcarbodiimide / diethyl ether / 3 h / 20 °C

1.2: N-methylimidazole / pyridine / 0.5 h

2.1: 0.22 g / acetic acid; H₂O / 2 h / 40 °C

3.1: 75 percent / triisopropylbenzenesulfonyl chloride; M-methylimidazole / pyridine

4.1: CsF / acetonitrile / 0.33 h / 50 °C

5.1: N₂H₄*H₂O

6.1: acetic acid; H₂O / 0.5 h

With 1-methyl-1H-imidazole; triisopropylbenzenesulfonyl chloride; hydrazine hydrate; dicyclohexyl-carbodiimide; cesium fluoride; In pyridine; diethyl ether; water; acetic acid; acetonitrile; 1.1: Addition / 1.2: Condensation / 2.1: acidolysis / 3.1: Esterification / 4.1: transesterification / 5.1: hyrazinolysis / 6.1: acidolysis;
DOI:10.1007/BF02786343

Reference yield:

: 78635-98-0
3'-O-levulinoylthymidine

: 295311-82-9
phosphoric acid 3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / triisopropylbenzenesulfonyl chloride; M-methylimidazole / pyridine

2: CsF / acetonitrile / 0.33 h / 50 °C

3: N₂H₄*H₂O

4: acetic acid; H₂O / 0.5 h

With 1-methyl-1H-imidazole; triisopropylbenzenesulfonyl chloride; hydrazine hydrate; cesium fluoride; In pyridine; water; acetic acid; acetonitrile; 1: Esterification / 2: transesterification / 3: hyrazinolysis / 4: acidolysis;
DOI:10.1007/BF02786343

Reference yield:

: 93134-37-3
5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinoyl-2'-deoxythymidine

: 295311-82-9
phosphoric acid 3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 0.22 g / acetic acid; H₂O / 2 h / 40 °C

2: 75 percent / triisopropylbenzenesulfonyl chloride; M-methylimidazole / pyridine

3: CsF / acetonitrile / 0.33 h / 50 °C

4: N₂H₄*H₂O

5: acetic acid; H₂O / 0.5 h

With 1-methyl-1H-imidazole; triisopropylbenzenesulfonyl chloride; hydrazine hydrate; cesium fluoride; In pyridine; water; acetic acid; acetonitrile; 1: acidolysis / 2: Esterification / 3: transesterification / 4: hyrazinolysis / 5: acidolysis;
DOI:10.1007/BF02786343