Phosphoric acid (2S,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-cyano-ethyl ester 2-(methyl-phenazin-2-yl-amino)-ethyl ester

Base Information

• Chemical Name: Phosphoric acid (2S,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-cyano-ethyl ester 2-(methyl-phenazin-2-yl-amino)-ethyl ester
• CAS No.: 208336-19-0
• Molecular Formula: C₄₉H₄₉N₆O₁₁P
• Molecular Weight: 928.935
• Mol file: 208336-19-0.mol

Synonyms:Phosphoric acid (2S,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-cyano-ethyl ester 2-(methyl-phenazin-2-yl-amino)-ethyl ester

Chemical Property of Phosphoric acid (2S,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-cyano-ethyl ester 2-(methyl-phenazin-2-yl-amino)-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid (2S,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-cyano-ethyl ester 2-(methyl-phenazin-2-yl-amino)-ethyl ester

There total 6 articles about Phosphoric acid (2S,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-cyano-ethyl ester 2-(methyl-phenazin-2-yl-amino)-ethyl 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: 69.9%

4,4'-dimethoxytrityl chloride (40615-36-9) + Phosphoric acid 2-cyano-ethyl ester (2S,4S,5R)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-ylmethyl ester 2-(methyl-phenazin-2-yl-amino)-ethyl ester (208336-17-8) → Phosphoric acid (2S,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-cyano-ethyl ester 2-(methyl-phenazin-2-yl-amino)-ethyl ester (208336-19-0)

Guidance literature:

With pyridine; at 20 ℃; for 15h;

DOI:10.1016/S0040-4020(98)00237-3

Reference yield:

1-[3'-deoxy-4',6'-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-psicofuranosyl]uracil (105291-41-6) → Phosphoric acid (2S,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-cyano-ethyl ester 2-(methyl-phenazin-2-yl-amino)-ethyl ester (208336-19-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) tetrazole, 2.) I₂ / 1.) CH₃CN, 20 deg C, 1.5 h, 2.) THF, H₂O, Py, 20 deg C, 1.25 h.

2: 27.8 percent / TBAF*H₂O / tetrahydrofuran / 0.08 h / 0 °C

3: 69.9 percent / Py / 15 h / 20 °C

With pyridine; 1H-tetrazole; tetrabutyl ammonium fluoride; iodine; In tetrahydrofuran;

DOI:10.1016/S0040-4020(98)00237-3

Reference yield:

2-(N-(2-hydroxyethyl)-N-methyl)aminophenazine (194785-99-4) → Phosphoric acid (2S,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-cyano-ethyl ester 2-(methyl-phenazin-2-yl-amino)-ethyl ester (208336-19-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 64.8 percent / diisopropylethylamine / tetrahydrofuran / 1.5 h / 20 °C

2: 1.) tetrazole, 2.) I₂ / 1.) CH₃CN, 20 deg C, 1.5 h, 2.) THF, H₂O, Py, 20 deg C, 1.25 h.

3: 27.8 percent / TBAF*H₂O / tetrahydrofuran / 0.08 h / 0 °C

4: 69.9 percent / Py / 15 h / 20 °C

With pyridine; 1H-tetrazole; tetrabutyl ammonium fluoride; iodine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1016/S0040-4020(98)00237-3

upstream raw materials:

4,4'-dimethoxytrityl chloride

Phosphoric acid 2-cyano-ethyl ester (2S,4S,5R)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-ylmethyl ester 2-(methyl-phenazin-2-yl-amino)-ethyl ester

1-[3'-deoxy-4',6'-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-psicofuranosyl]uracil

2-(N-(2-hydroxyethyl)-N-methyl)aminophenazine