(R)-3,3,3-trifluoro-2-methoxy-1-((S)-3-methylpiperidin-1-yl)-2-phenylpropan-1-one

Base Information

• Chemical Name: (R)-3,3,3-trifluoro-2-methoxy-1-((S)-3-methylpiperidin-1-yl)-2-phenylpropan-1-one
• CAS No.: 1413930-79-6
• Molecular Formula: C₁₆H₂₀F₃NO₂
• Molecular Weight: 315.336
• Mol file: 1413930-79-6.mol

Synonyms:(R)-3,3,3-trifluoro-2-methoxy-1-((S)-3-methylpiperidin-1-yl)-2-phenylpropan-1-one

Chemical Property of (R)-3,3,3-trifluoro-2-methoxy-1-((S)-3-methylpiperidin-1-yl)-2-phenylpropan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3,3,3-trifluoro-2-methoxy-1-((S)-3-methylpiperidin-1-yl)-2-phenylpropan-1-one

There total 5 articles about (R)-3,3,3-trifluoro-2-methoxy-1-((S)-3-methylpiperidin-1-yl)-2-phenylpropan-1-one 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: 55.0%

C6H11NO*ClH + (S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride (39637-99-5,20445-33-4) → (R)-3,3,3-trifluoro-2-methoxy-1-((S)-3-methylpiperidin-1-yl)-2-phenylpropan-1-one (1413930-79-6)

Guidance literature:

With dmap; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; Cooling with ice;

DOI:10.1016/j.tet.2012.09.081

Reference yield:

(S)-ethyl 5-(benzylamino)-4-methylpent-2-ynoate (1413930-76-3) → (R)-3,3,3-trifluoro-2-methoxy-1-((S)-3-methylpiperidin-1-yl)-2-phenylpropan-1-one (1413930-79-6)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium on activated charcoal; 10 wt% Pd(OH)2 on carbon; hydrogen / tetrahydrofuran / 24 h / 20 °C

2: toluene / Reflux

3: lithium aluminium tetrahydride / diethyl ether / Cooling with ice; Reflux

4: dmap; N,N-dimethyl-formamide / dichloromethane / 20 °C / Cooling with ice

With dmap; lithium aluminium tetrahydride; palladium on activated charcoal; 10 wt% Pd(OH)2 on carbon; hydrogen; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;

DOI:10.1016/j.tet.2012.09.081

Reference yield:

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid (20445-31-2) → (R)-3,3,3-trifluoro-2-methoxy-1-((S)-3-methylpiperidin-1-yl)-2-phenylpropan-1-one (1413930-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / hexane / 1 h / 20 °C

2: dmap; N,N-dimethyl-formamide / dichloromethane / 20 °C / Cooling with ice

With dmap; oxalyl dichloride; N,N-dimethyl-formamide; In hexane; dichloromethane;

DOI:10.1016/j.tet.2012.09.081

upstream raw materials:

(S)-ethyl 5-(benzylamino)-4-methylpent-2-ynoate

(S)-5-methylpiperidin-2-one

(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid