<2R,6R,2(4S,5S)>-2-(4-Methyl-2-thioxo-1,3-dioxolanyl)-6-methyl-N-(p-tolylsulfonyl)piperidine

Base Information

Chemical Name:<2R,6R,2(4S,5S)>-2-(4-Methyl-2-thioxo-1,3-dioxolanyl)-6-methyl-N-(p-tolylsulfonyl)piperidine
CAS No.:118014-75-8
Molecular Formula:C₁₇H₂₃NO₄S₂
Molecular Weight:369.506
Hs Code.:

Synonyms:<2R,6R,2(4S,5S)>-2-(4-Methyl-2-thioxo-1,3-dioxolanyl)-6-methyl-N-(p-tolylsulfonyl)piperidine

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Chemical Property of <2R,6R,2(4S,5S)>-2-(4-Methyl-2-thioxo-1,3-dioxolanyl)-6-methyl-N-(p-tolylsulfonyl)piperidine

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Technology Process of <2R,6R,2(4S,5S)>-2-(4-Methyl-2-thioxo-1,3-dioxolanyl)-6-methyl-N-(p-tolylsulfonyl)piperidine

There total 11 articles about <2R,6R,2(4S,5S)>-2-(4-Methyl-2-thioxo-1,3-dioxolanyl)-6-methyl-N-(p-tolylsulfonyl)piperidine 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: 88.0%

: 118014-74-7
<2R,6R,2(1S,2S)>-2-<1,2-Dihydroxypropyl>-6-methyl-N-(p-tolylsulfonyl)piperidine

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 118014-75-8
<2R,6R,2(4S,5S)>-2-(4-Methyl-2-thioxo-1,3-dioxolanyl)-6-methyl-N-(p-tolylsulfonyl)piperidine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 2h; Heating;
DOI:10.1021/ja00186a038

Reference yield:

: 1119-51-3
bromopentene

: 118014-75-8
<2R,6R,2(4S,5S)>-2-(4-Methyl-2-thioxo-1,3-dioxolanyl)-6-methyl-N-(p-tolylsulfonyl)piperidine

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) Mg / 1.) THF, 2.) THF, -78 deg C, 30 min

2: oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

3: 1 M LiBH(sec-Bu)3 / tetrahydrofuran / 1 h / -78 °C

4: 57 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 14 h / Ambient temperature

5: hydrazine hydrate / ethanol / 2.5 h / Heating

6: aq. Na₂CO₃ / CH₂Cl₂ / 3 h / Heating

7: 68 percent / O₂, PdCl₂, CuCl₂ / dimethylformamide; H₂O / 0.67 h / 70 °C

8: 95 percent / H₂ / 10percent Pd/C / methanol / 1 h

9: 51 percent / diisopropylethylamine / CH₂Cl₂ / 120 h / Ambient temperature

10: 85 percent / concentrated HCl / methanol / 0.5 h / Heating

11: 88 percent / diisopropylethylamine / CH₂Cl₂ / 2 h / Heating

With hydrogenchloride; oxalyl dichloride; hydrogen; oxygen; L-Selectride; sodium carbonate; hydrazine hydrate; magnesium; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper dichloride; palladium dichloride; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00186a038

Reference yield:

: 117941-18-1
(2S,3R)-2,3-Bis<(methoxymethyl)oxy>-8-nonen-4-one

: 118014-75-8
<2R,6R,2(4S,5S)>-2-(4-Methyl-2-thioxo-1,3-dioxolanyl)-6-methyl-N-(p-tolylsulfonyl)piperidine

Guidance literature:: Multi-step reaction with 9 steps

1: 1 M LiBH(sec-Bu)3 / tetrahydrofuran / 1 h / -78 °C

2: 57 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 14 h / Ambient temperature

3: hydrazine hydrate / ethanol / 2.5 h / Heating

4: aq. Na₂CO₃ / CH₂Cl₂ / 3 h / Heating

5: 68 percent / O₂, PdCl₂, CuCl₂ / dimethylformamide; H₂O / 0.67 h / 70 °C

6: 95 percent / H₂ / 10percent Pd/C / methanol / 1 h

7: 51 percent / diisopropylethylamine / CH₂Cl₂ / 120 h / Ambient temperature

8: 85 percent / concentrated HCl / methanol / 0.5 h / Heating

9: 88 percent / diisopropylethylamine / CH₂Cl₂ / 2 h / Heating

With hydrogenchloride; hydrogen; oxygen; L-Selectride; sodium carbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper dichloride; palladium dichloride; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00186a038