tert-butyl (-)-[3-chloro(p-tolylsulfinyl)methyl]-3-methyl-5-phenylpentanoate

Base Information

Chemical Name:tert-butyl (-)-[3-chloro(p-tolylsulfinyl)methyl]-3-methyl-5-phenylpentanoate
CAS No.:848784-45-2
Molecular Formula:C₂₄H₃₁ClO₃S
Molecular Weight:435.027
Hs Code.:

Synonyms:tert-butyl (-)-[3-chloro(p-tolylsulfinyl)methyl]-3-methyl-5-phenylpentanoate

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Chemical Property of tert-butyl (-)-[3-chloro(p-tolylsulfinyl)methyl]-3-methyl-5-phenylpentanoate

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Technology Process of tert-butyl (-)-[3-chloro(p-tolylsulfinyl)methyl]-3-methyl-5-phenylpentanoate

There total 5 articles about tert-butyl (-)-[3-chloro(p-tolylsulfinyl)methyl]-3-methyl-5-phenylpentanoate 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: 91.0%

: 540-88-5
acetic acid tert-butyl ester

: 848784-40-7
(R)-(E)-1-chloro-2-methyl-4-phenyl-1-(p-tolylsulfinyl)-1-butene

: 848784-45-2
tert-butyl (-)-[3-chloro(p-tolylsulfinyl)methyl]-3-methyl-5-phenylpentanoate

Guidance literature:: acetic acid tert-butyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.166667h;

(R)-(E)-1-chloro-2-methyl-4-phenyl-1-(p-tolylsulfinyl)-1-butene; In tetrahydrofuran; at -75 ℃; for 0.0833333h;
DOI:10.1016/j.tetasy.2004.11.085

Reference yield:

: 2550-26-7
4-Phenyl-2-butanone

: 848784-45-2
tert-butyl (-)-[3-chloro(p-tolylsulfinyl)methyl]-3-methyl-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / LDA / tetrahydrofuran / 0.17 h / -65 °C

2.1: 90 percent / 4-(dimethylamino)pyridine; pyridine / 11 h / 20 °C

3.1: N-lithio-2-piperidone / tetrahydrofuran / 1 h / 20 °C

4.1: LDA / tetrahydrofuran / 0.17 h / -78 °C

4.2: 91 percent / tetrahydrofuran / 0.08 h / -75 °C

With pyridine; dmap; lithium anion of δ-valerolactam; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1016/j.tetasy.2004.11.085

Reference yield:

: 31350-91-1
(R)-chloromethyl p-tolyl sulfoxide

: 848784-45-2
tert-butyl (-)-[3-chloro(p-tolylsulfinyl)methyl]-3-methyl-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / LDA / tetrahydrofuran / 0.17 h / -65 °C

2.1: 90 percent / 4-(dimethylamino)pyridine; pyridine / 11 h / 20 °C

3.1: N-lithio-2-piperidone / tetrahydrofuran / 1 h / 20 °C

4.1: LDA / tetrahydrofuran / 0.17 h / -78 °C

4.2: 91 percent / tetrahydrofuran / 0.08 h / -75 °C

With pyridine; dmap; lithium anion of δ-valerolactam; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1016/j.tetasy.2004.11.085