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

Base Information

• Chemical Name: 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
• CAS No.: 137212-05-6
• Molecular Formula: C₃₅H₃₇ClN₃O₁₂PS
• Molecular Weight: 790.184

Synonyms: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

Chemical Property of 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

Chemical Property:

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Technology Process of 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

There total 3 articles about 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 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: 72.0%

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 (137212-04-5) → 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)

Guidance literature:

With trichloroacetic acid; In ethanol; chloroform; at 0 ℃; for 3h;

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

Reference yield:

2-(phenylsulfonyl)ethanol (20611-21-6) → 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)

Guidance literature:

Multi-step reaction with 2 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

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) → 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)

Guidance literature:

Multi-step reaction with 2 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

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:

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

2-(phenylsulfonyl)ethanol

N-4-benzoyl-5'-O-pixyl-2'-O-tetrahydropyranylcytidine-3'-O-triethylammonium(2-chlorophenyl)phosphate

Downstream raw materials:

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

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

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