4-[4-(4-methoxy-phenylsulfanyl)-benzoyl]-piperidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-[4-(4-methoxy-phenylsulfanyl)-benzoyl]-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 182141-56-6
• Molecular Formula: C₂₄H₂₉NO₄S
• Molecular Weight: 427.565

Synonyms:4-[4-(4-methoxy-phenylsulfanyl)-benzoyl]-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-[4-(4-methoxy-phenylsulfanyl)-benzoyl]-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-[4-(4-methoxy-phenylsulfanyl)-benzoyl]-piperidine-1-carboxylic acid tert-butyl ester

There total 5 articles about 4-[4-(4-methoxy-phenylsulfanyl)-benzoyl]-piperidine-1-carboxylic acid tert-butyl 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: 89.0%

4-Methoxybenzenethiol (696-63-9) + tert-butyl 1-[4-(4-fluorobenzoyl)piperidin-1-yl]carboxylate (160296-40-2) → 4-[4-(4-methoxy-phenylsulfanyl)-benzoyl]-piperidine-1-carboxylic acid tert-butyl ester (182141-56-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 65 ℃; for 6h;

DOI:10.1016/S0960-894X(00)00457-1

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 4-[4-(4-methoxy-phenylsulfanyl)-benzoyl]-piperidine-1-carboxylic acid tert-butyl ester (182141-56-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 10 percent NaOH / diethyl ether

2: NaH / dimethylformamide

With sodium hydroxide; sodium hydride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(00)00553-9

Reference yield:

(4’-bromophenyl)(4-methoxyphenyl)sulfane (125662-16-0) + tert-butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate (139290-70-3) → 4-[4-(4-methoxy-phenylsulfanyl)-benzoyl]-piperidine-1-carboxylic acid tert-butyl ester (182141-56-6)

Guidance literature:

(4’-bromophenyl)(4-methoxyphenyl)sulfane; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

tert-butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate; In tetrahydrofuran; at -78 - 0 ℃; for 0.5h;

DOI:10.1021/acs.jmedchem.5b00652

upstream raw materials:

4-Methoxybenzenethiol

tert-butyl 1-[4-(4-fluorobenzoyl)piperidin-1-yl]carboxylate

(4-fluorophenyl)-piperidin-4-ylmethanone

di-tert-butyl dicarbonate

Downstream raw materials:

4-{1-[4-(4-methoxy-phenylsulfanyl)-phenyl]-vinyl}-piperidine-1-carboxylic acid tert-butyl ester

C₃₈H₄₂NO₄S⁽¹⁺⁾*CF₃O₃S^(1-)

[¹⁸F]4-(4-((4-fluorophenyl)(phenyl)methylene)piperidin-1-yl)butan-1-ol

[¹⁸F]ethyl 4-(4-((4-fluorophenyl)(phenyl)methylene)-piperidin-1-yl)butanoate

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