ethyl <6-(2'S,3'S,6'S)-(3'-hydroxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-hexanoate

Base Information

Chemical Name:ethyl <6-(2'S,3'S,6'S)-(3'-hydroxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-hexanoate
CAS No.:150222-21-2
Molecular Formula:C₁₉H₂₉NO₅S
Molecular Weight:383.509
Hs Code.:

Synonyms:ethyl <6-(2'S,3'S,6'S)-(3'-hydroxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-hexanoate

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

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

There total 8 articles about ethyl <6-(2'S,3'S,6'S)-(3'-hydroxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-hexanoate 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: 98.7%

: 150222-20-1
ethyl <6-(2'S,3'S,6'S)-(3'-hydroxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-hexanoate

: 150222-21-2
ethyl <6-(2'S,3'S,6'S)-(3'-hydroxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-hexanoate

Guidance literature:: With sodium hydroxide; In ethanol; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(01)81294-1

Reference yield: 97.0%

: 1427307-14-9
methyl 6-((2R,5S,6S)-5-acetoxy-6-methyl-1-tosylpiperidin-2-yl)hexanoate

: 150222-21-2
ethyl <6-(2'S,3'S,6'S)-(3'-hydroxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-hexanoate

Guidance literature:: With water; potassium hydroxide; In methanol; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.tet.2013.01.060

Reference yield:

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

: 150222-21-2
ethyl <6-(2'S,3'S,6'S)-(3'-hydroxy-2'-methyl-N-tosyl-piperidine-6'-yl)>-hexanoate

Guidance literature:: Multi-step reaction with 7 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

6: 99.6 percent / H₂ / 10percent Pd/C / ethanol / 24 h / 760 Torr / Ambient temperature

7: 98.7 percent / 1N NaOH / ethanol / 1 h / Ambient temperature

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