(2S,6S)-2-(2-Methoxy-ethoxymethoxymethyl)-6-methyl-piperidine-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(2S,6S)-2-(2-Methoxy-ethoxymethoxymethyl)-6-methyl-piperidine-1-carboxylic acid benzyl ester
CAS No.:173426-19-2
Molecular Formula:C₁₉H₂₉NO₅
Molecular Weight:351.443
Hs Code.:

Synonyms:(2S,6S)-2-(2-Methoxy-ethoxymethoxymethyl)-6-methyl-piperidine-1-carboxylic acid benzyl ester

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Chemical Property of (2S,6S)-2-(2-Methoxy-ethoxymethoxymethyl)-6-methyl-piperidine-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (2S,6S)-2-(2-Methoxy-ethoxymethoxymethyl)-6-methyl-piperidine-1-carboxylic acid benzyl ester

There total 17 articles about (2S,6S)-2-(2-Methoxy-ethoxymethoxymethyl)-6-methyl-piperidine-1-carboxylic acid benzyl ester 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:

: 944-27-4
ethyl 4-(2-methyl-1,3-dioxolan-2-yl)butanoate

: 173426-19-2
(2S,6S)-2-(2-Methoxy-ethoxymethoxymethyl)-6-methyl-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 84 percent / LDA / tetrahydrofuran

2: 95 percent / ZnCl₂, DIBAL / tetrahydrofuran

3: 97 percent / imid / dimethylformamide

4: 1.) Ac₂O, AcONa; 2.) LiAlH₄ / 1.) reflux; 2.) PhCH₃, -35 deg C

5: 91 percent / i-Pr₂NEt / CH₂Cl₂

6: TBAF / tetrahydrofuran / Ambient temperature

7: Et₃N / CH₂Cl₂ / 1 h / 0 °C

8: N₃Na / dimethylformamide / 80 °C

9: 1.) TsOH; 2.) H₂ / 2.) 10percent Pd/C / 1.) acetone, r.t., 2 d; 2.) MeOH

10: 20percent K₂CO₃ / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; sodium azide; tetrabutyl ammonium fluoride; hydrogen; sodium acetate; acetic anhydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)02086-1

Reference yield:

: 13984-57-1
ethyl 5-oxohexanoate

: 173426-19-2
(2S,6S)-2-(2-Methoxy-ethoxymethoxymethyl)-6-methyl-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 83 percent / TsOH / benzene / 12 h / Heating

2: 84 percent / LDA / tetrahydrofuran

3: 95 percent / ZnCl₂, DIBAL / tetrahydrofuran

4: 97 percent / imid / dimethylformamide

5: 1.) Ac₂O, AcONa; 2.) LiAlH₄ / 1.) reflux; 2.) PhCH₃, -35 deg C

6: 91 percent / i-Pr₂NEt / CH₂Cl₂

7: TBAF / tetrahydrofuran / Ambient temperature

8: Et₃N / CH₂Cl₂ / 1 h / 0 °C

9: N₃Na / dimethylformamide / 80 °C

10: 1.) TsOH; 2.) H₂ / 2.) 10percent Pd/C / 1.) acetone, r.t., 2 d; 2.) MeOH

11: 20percent K₂CO₃ / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; sodium azide; tetrabutyl ammonium fluoride; hydrogen; sodium acetate; acetic anhydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0040-4039(95)02086-1

Reference yield:

: 173426-16-9
(R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-(2-methyl-[1,3]dioxolan-2-yl)-pentan-1-ol

: 173426-19-2
(2S,6S)-2-(2-Methoxy-ethoxymethoxymethyl)-6-methyl-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / i-Pr₂NEt / CH₂Cl₂

2: TBAF / tetrahydrofuran / Ambient temperature

3: Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: N₃Na / dimethylformamide / 80 °C

5: 1.) TsOH; 2.) H₂ / 2.) 10percent Pd/C / 1.) acetone, r.t., 2 d; 2.) MeOH

6: 20percent K₂CO₃ / CH₂Cl₂ / 1 h / 0 °C

With sodium azide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)02086-1