Carbonic acid (2R,3S,5R)-2-(2-benzenesulfonyl-ethoxycarbonyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-trimethylsilanyl-ethyl ester

Base Information

• Chemical Name: Carbonic acid (2R,3S,5R)-2-(2-benzenesulfonyl-ethoxycarbonyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-trimethylsilanyl-ethyl ester
• CAS No.: 80667-94-3
• Molecular Formula: C₂₅H₃₄N₂O₁₁SSi
• Molecular Weight: 598.703
• Mol file: 80667-94-3.mol

Synonyms:Carbonic acid (2R,3S,5R)-2-(2-benzenesulfonyl-ethoxycarbonyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-trimethylsilanyl-ethyl ester

Chemical Property of Carbonic acid (2R,3S,5R)-2-(2-benzenesulfonyl-ethoxycarbonyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-trimethylsilanyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbonic acid (2R,3S,5R)-2-(2-benzenesulfonyl-ethoxycarbonyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-trimethylsilanyl-ethyl ester

There total 1 articles about Carbonic acid (2R,3S,5R)-2-(2-benzenesulfonyl-ethoxycarbonyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-trimethylsilanyl-ethyl 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: 88.0%

2-Phenylsulfonylethylchloroformate (PSEC) (74063-48-2) + Carbonic acid (2R,3S,5R)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-trimethylsilanyl-ethyl ester (80667-91-0) → Carbonic acid (2R,3S,5R)-2-(2-benzenesulfonyl-ethoxycarbonyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-trimethylsilanyl-ethyl ester (80667-94-3)

Guidance literature:

In pyridine; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(01)81988-2

Reference yield: 96.0%

Carbonic acid (2R,3S,5R)-2-(2-benzenesulfonyl-ethoxycarbonyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-trimethylsilanyl-ethyl ester (80667-94-3) → Carbonic acid 2-benzenesulfonyl-ethyl ester (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester (80667-97-6)

Guidance literature:

With zinc dibromide; In nitromethane; at 20 ℃;

DOI:10.1016/S0040-4039(01)81988-2

Reference yield:

Carbonic acid (2R,3S,5R)-2-(2-benzenesulfonyl-ethoxycarbonyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-trimethylsilanyl-ethyl ester (80667-94-3) → 3'-O-benzoylthymidine (17331-53-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / ZnBr₂ / nitromethane / 20 °C

2: Benzoylation

3: 84.7 percent / Triethylamine / pyridine / 20 h / 20 °C

With triethylamine; zinc dibromide; In pyridine; nitromethane;

DOI:10.1016/S0040-4039(01)81988-2

upstream raw materials:

2-Phenylsulfonylethylchloroformate (PSEC)

Carbonic acid (2R,3S,5R)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-trimethylsilanyl-ethyl ester

Downstream raw materials:

Carbonic acid 2-benzenesulfonyl-ethyl ester (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

C₃₅H₃₈ClN₄O₁₆PS

C₄₅H₄₂ClN₄O₁₃P

C₅₄H₅₀ClN₄O₁₇PS