(S)-1-(3,3-Dimethyl-2-oxo-pentanoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propyl ester

Base Information

Chemical Name:(S)-1-(3,3-Dimethyl-2-oxo-pentanoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propyl ester
CAS No.:178446-03-2
Molecular Formula:C₃₃H₄₃NO₁₀
Molecular Weight:613.705
Hs Code.:

Synonyms:(S)-1-(3,3-Dimethyl-2-oxo-pentanoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propyl ester

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Chemical Property of (S)-1-(3,3-Dimethyl-2-oxo-pentanoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propyl ester

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Technology Process of (S)-1-(3,3-Dimethyl-2-oxo-pentanoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propyl ester

There total 7 articles about (S)-1-(3,3-Dimethyl-2-oxo-pentanoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propyl 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: 98.0%

: 178446-58-7
(1R)-1-[3-[2-(1,1-dimethylethoxy)-2-oxoethoxy]phenyl]-3-(3,4,5-trimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

: 178446-03-2
(S)-1-(3,3-Dimethyl-2-oxo-pentanoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h; Acid hydrolysis;
DOI:10.1016/S0968-0896(98)00125-4

Reference yield:

: 121-71-1
3-Hydroxyacetophenone

: 178446-03-2
(S)-1-(3,3-Dimethyl-2-oxo-pentanoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 59 percent / aq. KOH / ethanol / 16 h / 20 °C

2: 68 percent / H₂ / Lindlar catalyst / aq. methanol / 6 h / 2068.59 - 2585.74 Torr

3: 96 percent / K₂CO₃ / acetone / 20 h / 20 °C

4: 99 percent / (+)-DIP-chloride / tetrahydrofuran / -20 °C

5: 78 percent / DMAP; DCC / CH₂Cl₂ / 2 h / 20 °C

6: 98 percent / CF₃CO₂H / CH₂Cl₂ / 2 h / 20 °C / Acid hydrolysis

With dmap; potassium hydroxide; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; B-chlorodiisopinocampheylborane; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; 1: Condensation / 2: Hydrogenation / 3: Alkylation / 4: Reduction / 5: Condensation / 6: Hydrolysis;
DOI:10.1016/S0968-0896(98)00125-4

Reference yield:

: 178445-81-3
(E)-1-(3-hydroxyphenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

: 178446-03-2
(S)-1-(3,3-Dimethyl-2-oxo-pentanoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / H₂ / Lindlar catalyst / aq. methanol / 6 h / 2068.59 - 2585.74 Torr

2: 96 percent / K₂CO₃ / acetone / 20 h / 20 °C

3: 99 percent / (+)-DIP-chloride / tetrahydrofuran / -20 °C

4: 78 percent / DMAP; DCC / CH₂Cl₂ / 2 h / 20 °C

5: 98 percent / CF₃CO₂H / CH₂Cl₂ / 2 h / 20 °C / Acid hydrolysis

With dmap; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; B-chlorodiisopinocampheylborane; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; acetone; 1: Hydrogenation / 2: Alkylation / 3: Reduction / 4: Condensation / 5: Hydrolysis;
DOI:10.1016/S0968-0896(98)00125-4