(1R)-1-[4-(carboxymethoxy)phenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

Base Information

Chemical Name:(1R)-1-[4-(carboxymethoxy)phenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate
CAS No.:215168-92-6
Molecular Formula:C₃₂H₄₁NO₉
Molecular Weight:583.679
Hs Code.:

Synonyms:(1R)-1-[4-(carboxymethoxy)phenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

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Chemical Property of (1R)-1-[4-(carboxymethoxy)phenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

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Technology Process of (1R)-1-[4-(carboxymethoxy)phenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

There total 8 articles about (1R)-1-[4-(carboxymethoxy)phenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate 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: 86.0%

: 215168-86-8
(1R)-1-[4-[2-(2-trimethylsilylethoxy)-2-oxoethoxy]phenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

: 215168-92-6
(1R)-1-[4-(carboxymethoxy)phenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; for 1h;
DOI:10.1016/S0968-0896(98)00125-4

Reference yield:

: 1018907-10-2
(1R)-1-[4-(carboxymethoxy)phenyl]-3-(3,4-dimethoxy-phenyl)-1-propanol

: 152754-55-7
(S)-methyl 1-(3,3-dimethyl-2-oxopentanoyl)piperidine-2-carboxylate

: 215168-92-6
(1R)-1-[4-(carboxymethoxy)phenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃;

Reference yield:

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 215168-92-6
(1R)-1-[4-(carboxymethoxy)phenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 60 percent / aq. KOH / ethanol / 16 h / 20 °C

2: 91 percent / K₂CO₃ / acetone / 20 h / 20 °C

3: 98 percent / TFA / CH₂Cl₂ / 6 h / 20 °C

4: 99 percent / DMAP; DCC / CH₂Cl₂ / 2 h / 20 °C

5: 91 percent / (+)-DIP-chloride / tetrahydrofuran / -20 °C

6: 83 percent / DMAP; DCC / CH₂Cl₂ / 2 h / 20 °C

7: 86 percent / tetrabutylammonium fluoride / dimethylformamide; tetrahydrofuran / 1 h

With dmap; potassium hydroxide; tetrabutyl ammonium fluoride; potassium carbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; B-chlorodiisopinocampheylborane; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; 1: Condensation / 2: Alkylation / 3: Hydrolysis / 4: Condensation / 5: Reduction / 6: Condensation / 7: Hydrolysis;
DOI:10.1016/S0968-0896(98)00125-4