ethyl <6-(2'S,3'S,6'S)-(3'-benzyloxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-2,4-hexadienoate

Base Information

Chemical Name:ethyl <6-(2'S,3'S,6'S)-(3'-benzyloxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-2,4-hexadienoate
CAS No.:150222-19-8
Molecular Formula:C₂₈H₃₅NO₅S
Molecular Weight:497.656
Hs Code.:

Synonyms:ethyl <6-(2'S,3'S,6'S)-(3'-benzyloxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-2,4-hexadienoate

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Chemical Property of ethyl <6-(2'S,3'S,6'S)-(3'-benzyloxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-2,4-hexadienoate

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Technology Process of ethyl <6-(2'S,3'S,6'S)-(3'-benzyloxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-2,4-hexadienoate

There total 5 articles about ethyl <6-(2'S,3'S,6'S)-(3'-benzyloxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-2,4-hexadienoate 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:

: 100-39-0
benzyl bromide

: 150222-19-8
ethyl <6-(2'S,3'S,6'S)-(3'-benzyloxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-2,4-hexadienoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH 2.) Bu₄NI / 1.) THF, rt, 30 min 2.) rt, 3 h

2: 1.) O₃ 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 5 min 2.) rt, 1 h

3: 83 percent / diethyl ether; tetrahydrofuran; H₂O / 48 h / Ambient temperature

With dimethylsulfide; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; In tetrahydrofuran; diethyl ether; water;
DOI:10.1016/S0040-4020(01)81294-1

Reference yield:

: 150222-14-3
(2S,3R,6S)-6-allyl-2-methyl-N-tosylpiperidin-3-ol

: 150222-19-8
ethyl <6-(2'S,3'S,6'S)-(3'-benzyloxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-2,4-hexadienoate

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / EtO₂C-N=N-CO₂Et (DEAD), Ph₃P / tetrahydrofuran / 3.5 h / Ambient temperature

2: 98 percent / 3N NaOH / ethanol / 8 h

3: 1.) NaH 2.) Bu₄NI / 1.) THF, rt, 30 min 2.) rt, 3 h

4: 1.) O₃ 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 5 min 2.) rt, 1 h

5: 83 percent / diethyl ether; tetrahydrofuran; H₂O / 48 h / Ambient temperature

With sodium hydroxide; dimethylsulfide; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; ethanol; water;
DOI:10.1016/S0040-4020(01)81294-1

Reference yield:

: 150222-17-6
(2S,3S,6S)-6-allyl-3-benzyloxy-2-methyl-N-tosyl-piperidine

: 150222-19-8
ethyl <6-(2'S,3'S,6'S)-(3'-benzyloxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-2,4-hexadienoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) O₃ 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 5 min 2.) rt, 1 h

2: 83 percent / diethyl ether; tetrahydrofuran; H₂O / 48 h / Ambient temperature

With dimethylsulfide; ozone; In tetrahydrofuran; diethyl ether; water;
DOI:10.1016/S0040-4020(01)81294-1