(R)-4-chloro-2-(4-(4-chlorophenyl)piperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidine-5-oxide

Base Information

• Chemical Name: (R)-4-chloro-2-(4-(4-chlorophenyl)piperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidine-5-oxide
• CAS No.: 1146694-68-9
• Molecular Formula: C₁₆H₁₆Cl₂N₄OS
• Molecular Weight: 383.301

Synonyms:(R)-4-chloro-2-(4-(4-chlorophenyl)piperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidine-5-oxide

Chemical Property of (R)-4-chloro-2-(4-(4-chlorophenyl)piperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidine-5-oxide

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Technology Process of (R)-4-chloro-2-(4-(4-chlorophenyl)piperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidine-5-oxide

There total 2 articles about (R)-4-chloro-2-(4-(4-chlorophenyl)piperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidine-5-oxide 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%

4-chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine (913582-12-4) → (R)-4-chloro-2-(4-(4-chlorophenyl)piperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidine-5-oxide (1146694-68-9)

Guidance literature:

4-chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine; With titanium(IV) isopropylate; (S,S)-hydrobenzoin; In water; toluene; at 20 ℃; for 0.25h;

With tert.-butylhydroperoxide; In water; toluene; at 0 ℃; for 23h;

Reference yield:

4-chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine (913582-12-4) → (R)-4-chloro-2-(4-(4-chlorophenyl)piperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidine-5-oxide (1146694-68-9) + C16H16Cl2N4OS

Guidance literature:

4-chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine; With titanium(IV) isopropylate; (S,S)-hydrobenzoin; water; In toluene; at 0 ℃; for 0.583333h;

With tert.-butylhydroperoxide; In water; toluene; at 0 ℃; for 23h; Reagent/catalyst; Solvent; Temperature; Overall yield = 88 %; Overall yield = 5.57 g; enantioselective reaction; Catalytic behavior;

DOI:10.1021/acs.oprd.6b00400

Reference yield: 92.0%

(R)-2-amino-3-methylbutanol (4276-09-9,473-75-6) + (R)-4-chloro-2-(4-(4-chlorophenyl)piperazin-1-yl)-6,7-dihydrothieno[3,2-d]pyrimidine-5-oxide (1146694-68-9) → (R)-2-{(R)-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-5-oxo-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-4-ylamino}-3-methyl-butan-1-ol (1146694-70-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 80 ℃; for 2h;

upstream raw materials:

4-chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine

Downstream raw materials:

(R)-2-{(R)-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-5-oxo-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-4-ylamino}-3-methyl-butan-1-ol

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