5'-Inosinic acid, 6-S-methyl-2',3'-O-(1-methylethylidene)-6-thio-, 2-chlorophenyl 2-cyanoethyl ester

Base Information

• Chemical Name: 5'-Inosinic acid, 6-S-methyl-2',3'-O-(1-methylethylidene)-6-thio-, 2-chlorophenyl 2-cyanoethyl ester
• CAS No.: 91146-88-2
• Molecular Formula: C23H25ClN5O7PS

Synonyms:

Chemical Property of 5'-Inosinic acid, 6-S-methyl-2',3'-O-(1-methylethylidene)-6-thio-, 2-chlorophenyl 2-cyanoethyl ester

Chemical Property:

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Technology Process of 5'-Inosinic acid, 6-S-methyl-2',3'-O-(1-methylethylidene)-6-thio-, 2-chlorophenyl 2-cyanoethyl ester

There total 2 articles about 5'-Inosinic acid, 6-S-methyl-2',3'-O-(1-methylethylidene)-6-thio-, 2-chlorophenyl 2-cyanoethyl 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:

6-methylmercaptopurine riboside (342-69-8) → 2',3'-Di-O-isopropylidene-6-methylthiopurine riboside 5'-(2-chlorophenyl, 2-cyanoethyl)-phosphate (91146-88-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 77.3 percent / 60percent aq. HClO₄ / 2 h / Ambient temperature

With perchloric acid;

DOI:10.1007/BF00758998

Reference yield:

O2,O3-isopropylidene-1-(6-methylsulfanyl-purin-9-yl)-β-D-1-deoxy-ribofuranose (42021-78-3) + 3-Hydroxypropionitrile (109-78-4) + 2-chlorophenyl dichlorophosphate (15074-54-1) → 2',3'-Di-O-isopropylidene-6-methylthiopurine riboside 5'-(2-chlorophenyl, 2-cyanoethyl)-phosphate (91146-88-2)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1007/BF00758998

Reference yield:

2',3'-Di-O-isopropylidene-6-methylthiopurine riboside 5'-(2-chlorophenyl, 2-cyanoethyl)-phosphate (91146-88-2) → 2'-O-3'-O,N(4)-Triacetylarabinofuranosylcytidylyl 5'-(2',3'-di-O-isopropylidene-6-methylthiopurine riboside), 5'-(2-chlorophenyl)phosphate (91146-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 20 h / Ambient temperature

2: 90 percent / pyridine, 3-nitro-1,2,4-triazole, quinolinesulfonyl chloride / 20 h / Ambient temperature

With pyridine; 3-nitro-1,2,4-triazole; 2-quinolinesulfonyl chloride;

DOI:10.1007/BF00758998

upstream raw materials:

O²,O³-isopropylidene-1-(6-methylsulfanyl-purin-9-yl)-β-D-1-deoxy-ribofuranose

3-Hydroxypropionitrile

2-chlorophenyl dichlorophosphate

6-methylmercaptopurine riboside

Downstream raw materials:

Phosphoric acid 2-chloro-phenyl ester (3aR,4R,6R,6aR)-2,2-dimethyl-6-(6-methylsulfanyl-purin-9-yl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester; compound with triethyl-amine

2'-O-3'-O,N⁽⁴⁾-Triacetylarabinofuranosylcytidylyl 5'-(2',3'-di-O-isopropylidene-6-methylthiopurine riboside), 5'-(2-chlorophenyl)phosphate

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