[(2S,3R,5R)-2-({[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-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,5R)-2-({[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid
• CAS No.: 222844-24-8
• Molecular Formula: C₃₂H₃₃N₃O₆
• Molecular Weight: 555.631

Synonyms:

Chemical Property of [(2S,3R,5R)-2-({[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-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,5R)-2-({[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid

There total 7 articles about [(2S,3R,5R)-2-({[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-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:

[(2S,3R,5R)-2-Hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid methyl ester (136369-43-2) → [(2S,3R,5R)-2-({[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid (222844-24-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 83 percent / pyridine, DMAP / CHCl₃ / 16 h / 40 °C

2: 78 percent / lithium azide, NaI / dimethylformamide / 16 h / 100 °C

3: H₂ / Pd/C / methanol / 16 h / 750.06 Torr / Ambient temperature

4: pyridine / 16 h / Ambient temperature

5: LiOH*H₂O / tetrahydrofuran; H₂O / 3 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; lithium azide; hydrogen; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(99)00389-5

Reference yield:

5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenecarboxylic-3'-deoxythymidine (146557-61-1) → [(2S,3R,5R)-2-({[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid (222844-24-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 89 percent / DDC, DMAP / CH₂Cl₂ / 16 h / Ambient temperature

2: 78 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 0 °C

3: 83 percent / pyridine, DMAP / CHCl₃ / 16 h / 40 °C

4: 78 percent / lithium azide, NaI / dimethylformamide / 16 h / 100 °C

5: H₂ / Pd/C / methanol / 16 h / 750.06 Torr / Ambient temperature

6: pyridine / 16 h / Ambient temperature

7: LiOH*H₂O / tetrahydrofuran; H₂O / 3 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; lithium azide; tetrabutyl ammonium fluoride; hydrogen; 2`,3`-dideoxycytidine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(99)00389-5

Reference yield:

[(2S,3R,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid methyl ester (146557-60-0) → [(2S,3R,5R)-2-({[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid (222844-24-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 78 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 0 °C

2: 83 percent / pyridine, DMAP / CHCl₃ / 16 h / 40 °C

3: 78 percent / lithium azide, NaI / dimethylformamide / 16 h / 100 °C

4: H₂ / Pd/C / methanol / 16 h / 750.06 Torr / Ambient temperature

5: pyridine / 16 h / Ambient temperature

6: LiOH*H₂O / tetrahydrofuran; H₂O / 3 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; lithium azide; tetrabutyl ammonium fluoride; hydrogen; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(99)00389-5

upstream raw materials:

[(2S,3R,5R)-2-({[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid methyl ester

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

5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenecarboxylic-3'-deoxythymidine

[(2S,3R,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetic acid methyl ester

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