Benzoic acid (2S,3S,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-(tert-butyl-dimethyl-silanyloxy)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

Base Information

• Chemical Name: Benzoic acid (2S,3S,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-(tert-butyl-dimethyl-silanyloxy)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester
• CAS No.: 211113-86-9
• Molecular Formula: C₂₇H₃₉N₃O₅Si₂
• Molecular Weight: 541.795

Synonyms:

Chemical Property of Benzoic acid (2S,3S,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-(tert-butyl-dimethyl-silanyloxy)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (2S,3S,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-(tert-butyl-dimethyl-silanyloxy)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

There total 8 articles about Benzoic acid (2S,3S,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-(tert-butyl-dimethyl-silanyloxy)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl 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:

benzoic acid anhydride (93-97-0) → Benzoic acid (2S,3S,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-(tert-butyl-dimethyl-silanyloxy)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester (211113-86-9)

Guidance literature:

Multi-step reaction with 7 steps

1: DMAP / acetonitrile; CH₂Cl₂ / 0.75 h / 0 °C

2: 56 percent / HCl, MeOH / 0.25 h / Ambient temperature

3: acetonitrile; CH₂Cl₂ / 2.5 h / Ambient temperature

4: AIBN, Bu₃SnH / toluene / 1.5 h / Heating

5: 72 percent / imidazole / dimethylformamide / 20 h / 80 °C

6: Et₃N, DMAP / acetonitrile / 19 h / Ambient temperature

7: 28percent NH₄OH / 0.75 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; methanol; dmap; ammonium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1021/jm9801814

Reference yield:

1-[(2R,3R,4R,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-5-hydroxymethyl-4-trimethylsilanylethynyl-tetrahydro-furan-2-yl]-4-hydroxy-1H-pyrimidin-2-one → Benzoic acid (2S,3S,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-(tert-butyl-dimethyl-silanyloxy)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester (211113-86-9)

Guidance literature:

Multi-step reaction with 7 steps

1: DMAP / acetonitrile; CH₂Cl₂ / 0.75 h / 0 °C

2: 56 percent / HCl, MeOH / 0.25 h / Ambient temperature

3: acetonitrile; CH₂Cl₂ / 2.5 h / Ambient temperature

4: AIBN, Bu₃SnH / toluene / 1.5 h / Heating

5: 72 percent / imidazole / dimethylformamide / 20 h / 80 °C

6: Et₃N, DMAP / acetonitrile / 19 h / Ambient temperature

7: 28percent NH₄OH / 0.75 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; methanol; dmap; ammonium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1021/jm9801814

Reference yield:

Benzoic acid (2S,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester (211113-81-4) → Benzoic acid (2S,3S,4R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-(tert-butyl-dimethyl-silanyloxy)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester (211113-86-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / imidazole / dimethylformamide / 20 h / 80 °C

2: Et₃N, DMAP / acetonitrile / 19 h / Ambient temperature

3: 28percent NH₄OH / 0.75 h / Ambient temperature

With 1H-imidazole; dmap; ammonium hydroxide; triethylamine; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm9801814

upstream raw materials:

benzoic acid anhydride

Benzoic acid (2S,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

Benzoic acid (2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

Benzoic acid (3aR,4R,6R,6aR)-6-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-2-thioxo-3a-trimethylsilanylethynyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

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