1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-4-methoxy-1H-pyrimidin-2-one

Base Information

• Chemical Name: 1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-4-methoxy-1H-pyrimidin-2-one
• CAS No.: 173169-41-0
• Molecular Formula: C₃₁H₃₂N₂O₈
• Molecular Weight: 560.604
• Mol file: 173169-41-0.mol

Synonyms:1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-4-methoxy-1H-pyrimidin-2-one

Chemical Property of 1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-4-methoxy-1H-pyrimidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-4-methoxy-1H-pyrimidin-2-one

There total 7 articles about 1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-4-methoxy-1H-pyrimidin-2-one 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: 93.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 4-methoxy-1-β-D-ribofuranosyl-1H-pyrimidin-2-one (34218-77-4) → 1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-4-methoxy-1H-pyrimidin-2-one (173169-41-0)

Guidance literature:

With pyridine; for 20h; Ambient temperature;

DOI:10.1002/hlca.19950780706

Reference yield:

tribenzoyl uridine (1748-04-5) → 1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-4-methoxy-1H-pyrimidin-2-one (173169-41-0)

Guidance literature:

Multi-step reaction with 4 steps

1: POCl₃, Et₃N / acetonitrile / 1.5 h / Ambient temperature

2: DBU / acetonitrile / 0.67 h / Ambient temperature

3: 72 percent / NaOMe / methanol / 1.33 h / Ambient temperature

4: 88 percent / pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trichlorophosphate; In methanol; dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(98)00934-4

Reference yield:

2′,3′,5′-tri-O-benzoyl-2-oxo-4-metoxypyrimidine (2873-31-6) → 1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-4-methoxy-1H-pyrimidin-2-one (173169-41-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / NaOMe / methanol / 1.33 h / Ambient temperature

2: 88 percent / pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; sodium methylate; In methanol; dichloromethane;

DOI:10.1016/S0040-4039(98)00934-4

upstream raw materials:

4,4'-dimethoxytrityl chloride

4-methoxy-1-β-D-ribofuranosyl-1H-pyrimidin-2-one

tribenzoyl uridine

4-(1,2,4-triazol-1-yl)-1-(β-D-2,3,5-tri-O-benzoylribofuranosyl)pyrimidine-2(1H)-one

Downstream raw materials:

1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-4-methoxy-1H-pyrimidin-2-one