(1R)-1-[3-[2-(1,1-dimethylethoxy)-2-oxoethoxy]phenyl-3-(3-pyridinyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

Base Information

• Chemical Name: (1R)-1-[3-[2-(1,1-dimethylethoxy)-2-oxoethoxy]phenyl-3-(3-pyridinyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate
• CAS No.: 178446-60-1
• Molecular Formula: C₃₃H₄₄N₂O₇
• Molecular Weight: 580.722
• Mol file: 178446-60-1.mol

Synonyms:(1R)-1-[3-[2-(1,1-dimethylethoxy)-2-oxoethoxy]phenyl-3-(3-pyridinyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

Chemical Property of (1R)-1-[3-[2-(1,1-dimethylethoxy)-2-oxoethoxy]phenyl-3-(3-pyridinyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R)-1-[3-[2-(1,1-dimethylethoxy)-2-oxoethoxy]phenyl-3-(3-pyridinyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

There total 6 articles about (1R)-1-[3-[2-(1,1-dimethylethoxy)-2-oxoethoxy]phenyl-3-(3-pyridinyl)-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: 96.0%

(S)-methyl 1-(3,3-dimethyl-2-oxopentanoyl)piperidine-2-carboxylate (152754-55-7) + (R)-1,1-dimethylethyl [3-[1-hydroxy-3-(3-pyridinyl)propyl]phenoxy]acetate (178445-97-1) → (1R)-1-[3-[2-(1,1-dimethylethoxy)-2-oxoethoxy]phenyl-3-(3-pyridinyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate (178446-60-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0968-0896(98)00125-4

Reference yield:

3-pyridinecarboxaldehyde (500-22-1) → (1R)-1-[3-[2-(1,1-dimethylethoxy)-2-oxoethoxy]phenyl-3-(3-pyridinyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate (178446-60-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 33 percent / piperidine / ethanol / 48 h

2: 50 percent / H₂ / Lindlar catalyst / aq. methanol / 16 h / 2068.59 Torr

3: 89 percent / NaH / dimethylformamide / 0.25 h / 5 °C

4: 78 percent / (+)-DIP-chloride / tetrahydrofuran / -20 °C

5: 96 percent / DMAP; DCC / CH₂Cl₂ / 2 h / 20 °C

With piperidine; dmap; hydrogen; sodium hydride; dicyclohexyl-carbodiimide; B-chlorodiisopinocampheylborane; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrogenation / 3: Alkylation / 4: Reduction / 5: Condensation;

DOI:10.1016/S0968-0896(98)00125-4

Reference yield:

3-Hydroxyacetophenone (121-71-1) → (1R)-1-[3-[2-(1,1-dimethylethoxy)-2-oxoethoxy]phenyl-3-(3-pyridinyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate (178446-60-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 33 percent / piperidine / ethanol / 48 h

2: 50 percent / H₂ / Lindlar catalyst / aq. methanol / 16 h / 2068.59 Torr

3: 89 percent / NaH / dimethylformamide / 0.25 h / 5 °C

4: 78 percent / (+)-DIP-chloride / tetrahydrofuran / -20 °C

5: 96 percent / DMAP; DCC / CH₂Cl₂ / 2 h / 20 °C

With piperidine; dmap; hydrogen; sodium hydride; dicyclohexyl-carbodiimide; B-chlorodiisopinocampheylborane; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrogenation / 3: Alkylation / 4: Reduction / 5: Condensation;

DOI:10.1016/S0968-0896(98)00125-4

upstream raw materials:

(S)-methyl 1-(3,3-dimethyl-2-oxopentanoyl)piperidine-2-carboxylate

(R)-1,1-dimethylethyl [3-[1-hydroxy-3-(3-pyridinyl)propyl]phenoxy]acetate

3-pyridinecarboxaldehyde

3-Hydroxyacetophenone