1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-methoxy-ethoxymethoxy)-tetrahydro-furan-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-methoxy-ethoxymethoxy)-tetrahydro-furan-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione
• CAS No.: 99328-73-1
• Molecular Formula: C₃₈H₄₆N₂O₁₂
• Molecular Weight: 722.789
• Mol file: 99328-73-1.mol

Synonyms:

Chemical Property of 1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-methoxy-ethoxymethoxy)-tetrahydro-furan-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-methoxy-ethoxymethoxy)-tetrahydro-furan-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione

There total 4 articles about 1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-methoxy-ethoxymethoxy)-tetrahydro-furan-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione 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: 95.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N3,O2'-bis<(methoxyethoxy)methyl>uridine (99328-70-8) → 1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-methoxy-ethoxymethoxy)-tetrahydro-furan-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione (99328-73-1)

Guidance literature:

With pyridine; for 1h;

DOI:10.1021/jo00356a033

Reference yield:

<(2-methoxyethoxy)methyl>triethylammonium chloride (60043-43-8) → 1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-methoxy-ethoxymethoxy)-tetrahydro-furan-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione (99328-73-1)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 16 h / Heating

2: 1 M tributylammonium fluoride (TBAHF) / tetrahydrofuran / 3 h / Ambient temperature

3: 95 percent / pyridine / 1 h

With pyridine; tri-n-butylamine hydrofluoride; In tetrahydrofuran;

DOI:10.1021/jo00356a033

Reference yield:

3-(2-Methoxy-ethoxymethyl)-1-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(2-methoxy-ethoxymethoxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidine-2,4-dione (99328-69-5) → 1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-methoxy-ethoxymethoxy)-tetrahydro-furan-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione (99328-73-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 M tributylammonium fluoride (TBAHF) / tetrahydrofuran / 3 h / Ambient temperature

2: 95 percent / pyridine / 1 h

With pyridine; tri-n-butylamine hydrofluoride; In tetrahydrofuran;

DOI:10.1021/jo00356a033

upstream raw materials:

4,4'-dimethoxytrityl chloride

N³,O^2'-bis<(methoxyethoxy)methyl>uridine

<(2-methoxyethoxy)methyl>triethylammonium chloride

3-(2-Methoxy-ethoxymethyl)-1-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(2-methoxy-ethoxymethoxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidine-2,4-dione

Downstream raw materials:

Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(2-methoxy-ethoxymethoxy)-5-[3-(2-methoxy-ethoxymethyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with triethyl-amine