tert-butyl (2R,3R,6S)-2-methyl-6-(4-benzyloxybutyl)-4-oxo-piperidine-3-carboxylate

Base Information

Chemical Name:tert-butyl (2R,3R,6S)-2-methyl-6-(4-benzyloxybutyl)-4-oxo-piperidine-3-carboxylate
CAS No.:620165-42-6
Molecular Formula:C₂₂H₃₃NO₄
Molecular Weight:375.508
Hs Code.:

Synonyms:tert-butyl (2R,3R,6S)-2-methyl-6-(4-benzyloxybutyl)-4-oxo-piperidine-3-carboxylate

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Chemical Property of tert-butyl (2R,3R,6S)-2-methyl-6-(4-benzyloxybutyl)-4-oxo-piperidine-3-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of tert-butyl (2R,3R,6S)-2-methyl-6-(4-benzyloxybutyl)-4-oxo-piperidine-3-carboxylate

There total 5 articles about tert-butyl (2R,3R,6S)-2-methyl-6-(4-benzyloxybutyl)-4-oxo-piperidine-3-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:

: 78999-24-3
5-benzyloxy-1-pentanal

: 620165-42-6
tert-butyl (2R,3R,6S)-2-methyl-6-(4-benzyloxybutyl)-4-oxo-piperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 97 percent / Ti(OEt)4

2.1: NaHMDS / tetrahydrofuran; diethyl ether / -78 °C

2.2: 89 percent / tetrahydrofuran; diethyl ether / -78 °C

3.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 90 percent / tetrahydrofuran / 4 h / -78 °C

4.1: methanol / 0.5 h / 20 °C

5.1: 0.60 g / CH₂Cl₂ / 1 h / 20 °C

With titanium(IV) tetraethanolate; sodium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 5.1: Mannich cyclization;
DOI:10.1021/jo030208d

Reference yield:

: 620165-39-1
(S)-(+)-N-(5-benzyloxy-1-pentylidene)-p-toluenesulfinamide

: 620165-42-6
tert-butyl (2R,3R,6S)-2-methyl-6-(4-benzyloxybutyl)-4-oxo-piperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaHMDS / tetrahydrofuran; diethyl ether / -78 °C

1.2: 89 percent / tetrahydrofuran; diethyl ether / -78 °C

2.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

2.2: 90 percent / tetrahydrofuran / 4 h / -78 °C

3.1: methanol / 0.5 h / 20 °C

4.1: 0.60 g / CH₂Cl₂ / 1 h / 20 °C

With sodium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 4.1: Mannich cyclization;
DOI:10.1021/jo030208d

Reference yield:

: 620165-40-4
(S_S,S)-(+)-methyl N-(p-toluenesulfinyl)-3-amino-7-benzyloxyheptanoate

: 620165-42-6
tert-butyl (2R,3R,6S)-2-methyl-6-(4-benzyloxybutyl)-4-oxo-piperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: 90 percent / tetrahydrofuran / 4 h / -78 °C

2.1: methanol / 0.5 h / 20 °C

3.1: 0.60 g / CH₂Cl₂ / 1 h / 20 °C

With sodium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; 3.1: Mannich cyclization;
DOI:10.1021/jo030208d