[(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid

Base Information

• Chemical Name: [(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid
• CAS No.: 221536-94-3
• Molecular Formula: C₃₄H₃₆N₂O₉
• Molecular Weight: 616.668
• Mol file: 221536-94-3.mol

Synonyms:[(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid

Chemical Property of [(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid

There total 10 articles about [(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid 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:

3-Benzyloxymethyl-1-((2R,3R,3aS,9aR)-3-hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-5-methyl-1H-pyrimidine-2,4-dione → [(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid (221536-94-3)

Guidance literature:

Multi-step reaction with 9 steps

1: NaH / dimethylformamide / 2 h / 0 °C

2: Bu₄NF / tetrahydrofuran / 3 h / 0 °C

3: 79 percent / DMAP, pyridine / 24 h / 50 °C

4: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 30 h / Ambient temperature

5: 70 percent / tetrahydrofuran / 14 h / 65 °C

6: 69 percent / conc.HCl(aq) / methanol / 36 h / 50 °C

7: 98 percent / H₂ / Pd-C (10 percent) / methanol / 24 h / 760 Torr / Ambient temperature

8: 95 percent / pyridine / CH₂Cl₂ / Ambient temperature

9: LiOH / methanol; H₂O / 6 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; lithium hydroxide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(99)00147-1

Reference yield:

3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (221536-67-0) → [(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid (221536-94-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 30 h / Ambient temperature

2: 70 percent / tetrahydrofuran / 14 h / 65 °C

3: 69 percent / conc.HCl(aq) / methanol / 36 h / 50 °C

4: 98 percent / H₂ / Pd-C (10 percent) / methanol / 24 h / 760 Torr / Ambient temperature

5: 95 percent / pyridine / CH₂Cl₂ / Ambient temperature

6: LiOH / methanol; H₂O / 6 h / Ambient temperature

With pyridine; hydrogenchloride; lithium hydroxide; hydrogen; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/S0040-4039(99)00147-1

Reference yield:

[5-(3-benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxy-dihydro-furan-3-ylidene]-acetic acid methyl ester (221536-78-3) → [(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid (221536-94-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 69 percent / conc.HCl(aq) / methanol / 36 h / 50 °C

2: 98 percent / H₂ / Pd-C (10 percent) / methanol / 24 h / 760 Torr / Ambient temperature

3: 95 percent / pyridine / CH₂Cl₂ / Ambient temperature

4: LiOH / methanol; H₂O / 6 h / Ambient temperature

With pyridine; hydrogenchloride; lithium hydroxide; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; water;

DOI:10.1016/S0040-4039(99)00147-1

upstream raw materials:

[(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid methyl ester

3-benzyloxymethyl-1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

[5-(3-benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxy-dihydro-furan-3-ylidene]-acetic acid methyl ester

4,4'-dimethoxytrityl chloride

Downstream raw materials:

[(2S,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid pentafluorophenyl ester