4-(4-phenoxy-phenylsulfanylmethyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

Base Information

• Chemical Name: 4-(4-phenoxy-phenylsulfanylmethyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester
• CAS No.: 213014-03-0
• Molecular Formula: C₂₆H₃₃NO₅S
• Molecular Weight: 471.618

Synonyms:4-(4-phenoxy-phenylsulfanylmethyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

Chemical Property of 4-(4-phenoxy-phenylsulfanylmethyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

Chemical Property:

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Technology Process of 4-(4-phenoxy-phenylsulfanylmethyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

There total 2 articles about 4-(4-phenoxy-phenylsulfanylmethyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl 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-(iodomethyl)piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (213013-98-0) + 4-(Phenoxy)benzenethiol (38778-05-1) → 4-(4-phenoxy-phenylsulfanylmethyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (213014-03-0)

Guidance literature:

4-(Phenoxy)benzenethiol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

4-(iodomethyl)piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;

DOI:10.1021/jm0500875

Reference yield:

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate (142851-03-4) → 4-(4-phenoxy-phenylsulfanylmethyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (213014-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -40 °C

1.2: 96.8 percent / tetrahydrofuran

2.1: NaH / dimethylformamide / 0.25 h / 0 °C

2.2: 89 percent / dimethylformamide / 4 h / 0 - 20 °C

With sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm0500875

Reference yield: 97.0%

4-(4-phenoxy-phenylsulfanylmethyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (213014-03-0) → 1-tert-butyl 4-ethyl 4-{[(4-phenoxyphenyl)sulfonyl]methyl}piperidine-1,4-dicarboxylate (213014-04-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jm0500875

upstream raw materials:

4-(iodomethyl)piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

4-(Phenoxy)benzenethiol

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

Downstream raw materials:

1-tert-butyl 4-ethyl 4-{[(4-phenoxyphenyl)sulfonyl]methyl}piperidine-1,4-dicarboxylate

4-(4-phenoxy-benzenesulfonylmethyl)-1-prop-2-ynyl-piperidine-4-carboxylic acid ethyl ester

4-(4-phenoxy-benzenesulfonylmethyl)-piperidine-1,4-dicarboxylic acid mono-tert-butyl ester

1-phenethyl-4-(4-phenoxy-benzenesulfonylmethyl)-piperidine-4-carboxylic acid

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