4-Oxo-pentanoic acid 6-{1-[(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino}-hexyl ester

Base Information

• Chemical Name: 4-Oxo-pentanoic acid 6-{1-[(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino}-hexyl ester
• CAS No.: 135431-62-8
• Molecular Formula: C₄₈H₆₅N₃O₉Si
• Molecular Weight: 856.144
• Mol file: 135431-62-8.mol

Synonyms:

Chemical Property of 4-Oxo-pentanoic acid 6-{1-[(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino}-hexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Oxo-pentanoic acid 6-{1-[(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino}-hexyl ester

There total 7 articles about 4-Oxo-pentanoic acid 6-{1-[(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino}-hexyl 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:

1-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-4-(6-hydroxy-hexylamino)-5-methyl-1H-pyrimidin-2-one (125421-51-4) + levulinic anhydride (40608-06-8) → 4-Oxo-pentanoic acid 6-{1-[(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino}-hexyl ester (135431-62-8)

Guidance literature:

1-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-4-(6-hydroxy-hexylamino)-5-methyl-1H-pyrimidin-2-one; With levulinic acid; dicyclohexyl-carbodiimide; In pyridine; at 20 ℃; for 5h;

levulinic anhydride; With dmap; In pyridine; at 20 ℃; for 1.5h;

DOI:10.1016/j.tet.2004.07.055

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 4-Oxo-pentanoic acid 6-{1-[(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino}-hexyl ester (135431-62-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: DMAP / pyridine / 1.5 h / 20 °C

2.1: imidazole / dimethylformamide / 12 h / 20 °C

3.1: POCl₃; Et₃N / acetonitrile / 1 h / 0 °C

3.2: acetonitrile / 20 °C

4.1: acetonitrile / 1 h / 20 °C

5.1: levulinic acid; DCC / pyridine / 5 h / 20 °C

5.2: DMAP / pyridine / 1.5 h / 20 °C

With 1H-imidazole; dmap; levulinic acid; triethylamine; dicyclohexyl-carbodiimide; trichlorophosphate; In pyridine; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tet.2004.07.055

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyldimethylsilyl)-2'-deoxythymidine (80971-33-1) → 4-Oxo-pentanoic acid 6-{1-[(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino}-hexyl ester (135431-62-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: POCl₃; Et₃N / acetonitrile / 1 h / 0 °C

1.2: acetonitrile / 20 °C

2.1: acetonitrile / 1 h / 20 °C

3.1: levulinic acid; DCC / pyridine / 5 h / 20 °C

3.2: DMAP / pyridine / 1.5 h / 20 °C

With levulinic acid; triethylamine; dicyclohexyl-carbodiimide; trichlorophosphate; In pyridine; acetonitrile;

DOI:10.1016/j.tet.2004.07.055

upstream raw materials:

1-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-4-(6-hydroxy-hexylamino)-5-methyl-1H-pyrimidin-2-one

levulinic anhydride

4,4'-dimethoxytrityl chloride

5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyldimethylsilyl)-2'-deoxythymidine

Downstream raw materials:

4-Oxo-pentanoic acid 6-(1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-ylamino)-hexyl ester