tert-butyl (Z)-3-(2-methoxy-2-oxoethylidene)-4-[(2-(3-methoxyphenyl)-1,3-dioxolan-2-yl)methylsulfanyl]piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (Z)-3-(2-methoxy-2-oxoethylidene)-4-[(2-(3-methoxyphenyl)-1,3-dioxolan-2-yl)methylsulfanyl]piperidine-1-carboxylate
CAS No.:1610460-61-1
Molecular Formula:C₂₄H₃₃NO₇S
Molecular Weight:479.595
Hs Code.:

Synonyms:tert-butyl (Z)-3-(2-methoxy-2-oxoethylidene)-4-[(2-(3-methoxyphenyl)-1,3-dioxolan-2-yl)methylsulfanyl]piperidine-1-carboxylate

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Chemical Property of tert-butyl (Z)-3-(2-methoxy-2-oxoethylidene)-4-[(2-(3-methoxyphenyl)-1,3-dioxolan-2-yl)methylsulfanyl]piperidine-1-carboxylate

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Technology Process of tert-butyl (Z)-3-(2-methoxy-2-oxoethylidene)-4-[(2-(3-methoxyphenyl)-1,3-dioxolan-2-yl)methylsulfanyl]piperidine-1-carboxylate

There total 10 articles about tert-butyl (Z)-3-(2-methoxy-2-oxoethylidene)-4-[(2-(3-methoxyphenyl)-1,3-dioxolan-2-yl)methylsulfanyl]piperidine-1-carboxylate 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: 25.0%

: 1067-74-9
Methyl diethylphosphonoacetate

: 1610460-60-0
tert-butyl-4-[(2-(3-methoxyphenyl)-1,3-dioxolan-2-yl)methylsulfanyl]-3-oxopiperidine-1-carboxylate

: 1610460-61-1
tert-butyl (Z)-3-(2-methoxy-2-oxoethylidene)-4-[(2-(3-methoxyphenyl)-1,3-dioxolan-2-yl)methylsulfanyl]piperidine-1-carboxylate

: 1610460-62-2
C₂₄H₃₃NO₇S

Guidance literature:: Methyl diethylphosphonoacetate; With sodium hydride; In tetrahydrofuran; mineral oil; at -5 - 0 ℃; for 1h; Inert atmosphere;

tert-butyl-4-[(2-(3-methoxyphenyl)-1,3-dioxolan-2-yl)methylsulfanyl]-3-oxopiperidine-1-carboxylate; In tetrahydrofuran; mineral oil; at 20 ℃; for 2h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;
DOI:10.1016/j.tet.2014.04.037

Reference yield:

: 85838-94-4
N-Boc-1,2,3,6-tetrahydropyridine

: 1610460-61-1
tert-butyl (Z)-3-(2-methoxy-2-oxoethylidene)-4-[(2-(3-methoxyphenyl)-1,3-dioxolan-2-yl)methylsulfanyl]piperidine-1-carboxylate

: 1610460-62-2
C₂₄H₃₃NO₇S

Guidance literature:: Multi-step reaction with 4 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 °C

2.1: sodium hydroxide / water; acetonitrile / 24 h / 95 °C

3.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.75 h / -78 - -65 °C / Inert atmosphere

3.2: 1 h / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / -5 - 0 °C / Inert atmosphere

4.2: 2 h / 20 °C / Inert atmosphere

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; acetonitrile; mineral oil; 3.1: |Swern Oxidation / 4.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.tet.2014.04.037

Reference yield:

: tert-butyl 3-hydroxy-4-[(2-(3-methoxyphenyl)-1,3-dioxolan-2-yl)methylsulfanyl]piperidine-1-carboxylate

: 1610460-61-1
tert-butyl (Z)-3-(2-methoxy-2-oxoethylidene)-4-[(2-(3-methoxyphenyl)-1,3-dioxolan-2-yl)methylsulfanyl]piperidine-1-carboxylate

: 1610460-62-2
C₂₄H₃₃NO₇S

Guidance literature:: Multi-step reaction with 2 steps

1.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.75 h / -78 - -65 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / -5 - 0 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; mineral oil; 1.1: |Swern Oxidation / 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.tet.2014.04.037