methyl 2-((R)-(3-chlorophenyl)((R)-1-((S)-1-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate trifluoroacetate

Base Information

• Chemical Name: methyl 2-((R)-(3-chlorophenyl)((R)-1-((S)-1-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate trifluoroacetate
• CAS No.: 942145-39-3
• Molecular Formula: C₂HF₃O₂*C₂₆H₄₁ClN₄O₅
• Molecular Weight: 639.112
• Mol file: 942145-39-3.mol

Synonyms:methyl 2-((R)-(3-chlorophenyl)((R)-1-((S)-1-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate trifluoroacetate

Chemical Property of methyl 2-((R)-(3-chlorophenyl)((R)-1-((S)-1-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-((R)-(3-chlorophenyl)((R)-1-((S)-1-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate trifluoroacetate

There total 24 articles about methyl 2-((R)-(3-chlorophenyl)((R)-1-((S)-1-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate trifluoroacetate 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: 83.0%

2-(trimethylsilyl)ethyl ((S)-2-((R)-3-((R)-(3-chlorophenyl)(2-((methoxycarbonyl)amino)ethoxy)methyl)piperidine-1-carboxamido)-3-((R)-tetrahydro-2H-pyran-3-yl)propyl)(methyl)carbamate trifluoroacetate → methyl 2-((R)-(3-chlorophenyl)((R)-1-((S)-1-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate trifluoroacetate (942145-39-3)

Guidance literature:

With tetraethylammonium fluoride; In acetonitrile; for 0.333333h; Reflux;

DOI:10.1021/ml200137x

Reference yield:

(R)-tert-butyl 3-((R)-(3-chlorophenyl)(hydroxy)methyl)piperidine-1-carboxylate (942142-74-7) → methyl 2-((R)-(3-chlorophenyl)((R)-1-((S)-1-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate trifluoroacetate (942145-39-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

1.2: 0 - 20 °C

2.1: sodium tetrahydroborate / methanol / 20 °C

3.1: triethylamine / dichloromethane / 3 h / -5 - 20 °C

4.1: sodium azide / N,N-dimethyl-formamide / 16 h / 80 °C

5.1: water; triphenylphosphine / tetrahydrofuran / 16 h / 20 °C

6.1: dmap; triethylamine / dichloromethane / 0 - 5 °C

7.1: dichloromethane / 1 h / 20 °C

8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

8.2: 16 h / 0 - 20 °C

9.1: tetraethylammonium fluoride / acetonitrile / 0.33 h / Reflux

With dmap; sodium tetrahydroborate; sodium azide; water; sodium hydride; tetraethylammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil;

DOI:10.1021/ml200137x

Reference yield:

(R)-tert-butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate (884510-86-5) → methyl 2-((R)-(3-chlorophenyl)((R)-1-((S)-1-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate trifluoroacetate (942145-39-3)

Guidance literature:

Multi-step reaction with 11 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: R-CBS-oxazaborolidine / tetrahydrofuran; toluene / -15 °C / Inert atmosphere

2.2: -15 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

3.2: 0 - 20 °C

4.1: sodium tetrahydroborate / methanol / 20 °C

5.1: triethylamine / dichloromethane / 3 h / -5 - 20 °C

6.1: sodium azide / N,N-dimethyl-formamide / 16 h / 80 °C

7.1: water; triphenylphosphine / tetrahydrofuran / 16 h / 20 °C

8.1: dmap; triethylamine / dichloromethane / 0 - 5 °C

9.1: dichloromethane / 1 h / 20 °C

10.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

10.2: 16 h / 0 - 20 °C

11.1: tetraethylammonium fluoride / acetonitrile / 0.33 h / Reflux

With dmap; sodium tetrahydroborate; n-butyllithium; sodium azide; water; sodium hydride; tetraethylammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;

DOI:10.1021/ml200137x

upstream raw materials:

(R)-tert-butyl 3-((R)-(3-chlorophenyl)(hydroxy)methyl)piperidine-1-carboxylate

(R)-tert-butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate

(R)-tert-butyl 3-(3-chlorobenzoyl)piperidine-1-carboxylate

(R)-tert-butyl 3-((R)-(3-chlorophenyl)(2-ethoxy-2-oxoethoxy)methyl)piperidine-1-carboxylate