4-Methyl-benzoic acid (2R,3R,4R,5R)-3-[(2-benzenesulfonyl-ethoxy)-(2-chloro-phenoxy)-phosphoryloxy]-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-ylmethyl ester

Base Information

• Chemical Name: 4-Methyl-benzoic acid (2R,3R,4R,5R)-3-[(2-benzenesulfonyl-ethoxy)-(2-chloro-phenoxy)-phosphoryloxy]-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-ylmethyl ester
• CAS No.: 137212-06-7
• Molecular Formula: C₄₃H₄₃ClN₃O₁₃PS
• Molecular Weight: 908.319
• Mol file: 137212-06-7.mol

Synonyms:

Chemical Property of 4-Methyl-benzoic acid (2R,3R,4R,5R)-3-[(2-benzenesulfonyl-ethoxy)-(2-chloro-phenoxy)-phosphoryloxy]-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Methyl-benzoic acid (2R,3R,4R,5R)-3-[(2-benzenesulfonyl-ethoxy)-(2-chloro-phenoxy)-phosphoryloxy]-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-ylmethyl ester

There total 4 articles about 4-Methyl-benzoic acid (2R,3R,4R,5R)-3-[(2-benzenesulfonyl-ethoxy)-(2-chloro-phenoxy)-phosphoryloxy]-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-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: 96.0%

4-methyl-benzoyl chloride (874-60-2) + Phosphoric acid 2-benzenesulfonyl-ethyl ester (2R,3R,4R,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester (137212-05-6) → 4-Methyl-benzoic acid (2R,3R,4R,5R)-3-[(2-benzenesulfonyl-ethoxy)-(2-chloro-phenoxy)-phosphoryloxy]-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-ylmethyl ester (137212-06-7)

Guidance literature:

With pyridine; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86562-5

Reference yield:

2-(phenylsulfonyl)ethanol (20611-21-6) → 4-Methyl-benzoic acid (2R,3R,4R,5R)-3-[(2-benzenesulfonyl-ethoxy)-(2-chloro-phenoxy)-phosphoryloxy]-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-ylmethyl ester (137212-06-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / pyridine, 1-mesitylenesulfonyl-3-nitro-1,2,4-triazole (MSNT) / 0.75 h / Ambient temperature

2: 72 percent / 0.2 M trichloroacetic acid / ethanol; CHCl₃ / 3 h / 0 °C

3: 96 percent / pyridine / 3 h / Ambient temperature

With pyridine; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; trichloroacetic acid; In ethanol; chloroform;

DOI:10.1016/S0040-4020(01)86562-5

Reference yield:

N-4-benzoyl-5'-O-pixyl-2'-O-tetrahydropyranylcytidine-3'-O-triethylammonium(2-chlorophenyl)phosphate (137211-97-3) → 4-Methyl-benzoic acid (2R,3R,4R,5R)-3-[(2-benzenesulfonyl-ethoxy)-(2-chloro-phenoxy)-phosphoryloxy]-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-ylmethyl ester (137212-06-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / pyridine, 1-mesitylenesulfonyl-3-nitro-1,2,4-triazole (MSNT) / 0.75 h / Ambient temperature

2: 72 percent / 0.2 M trichloroacetic acid / ethanol; CHCl₃ / 3 h / 0 °C

3: 96 percent / pyridine / 3 h / Ambient temperature

With pyridine; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; trichloroacetic acid; In ethanol; chloroform;

DOI:10.1016/S0040-4020(01)86562-5

upstream raw materials:

4-methyl-benzoyl chloride

Phosphoric acid 2-benzenesulfonyl-ethyl ester (2R,3R,4R,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester

2-(phenylsulfonyl)ethanol

Phosphoric acid 2-benzenesulfonyl-ethyl ester (2R,3R,4R,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(9-phenyl-9H-xanthen-9-yloxymethyl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester

Downstream raw materials:

4-Methyl-benzoic acid (2R,3R,4R,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-[(2-chloro-phenoxy)-hydroxy-phosphoryloxy]-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-ylmethyl ester; compound with triethyl-amine