4(R)-(3-methoxycarbonylphenyl)-3(R),4-dimethyl-1-(2-trimethylsilylethyloxycarbonyl)piperidine

Base Information

Chemical Name:4(R)-(3-methoxycarbonylphenyl)-3(R),4-dimethyl-1-(2-trimethylsilylethyloxycarbonyl)piperidine
CAS No.:762299-42-3
Molecular Formula:C₂₁H₃₃NO₄Si
Molecular Weight:391.583
Hs Code.:

Synonyms:4(R)-(3-methoxycarbonylphenyl)-3(R),4-dimethyl-1-(2-trimethylsilylethyloxycarbonyl)piperidine

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Chemical Property of 4(R)-(3-methoxycarbonylphenyl)-3(R),4-dimethyl-1-(2-trimethylsilylethyloxycarbonyl)piperidine

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Technology Process of 4(R)-(3-methoxycarbonylphenyl)-3(R),4-dimethyl-1-(2-trimethylsilylethyloxycarbonyl)piperidine

There total 4 articles about 4(R)-(3-methoxycarbonylphenyl)-3(R),4-dimethyl-1-(2-trimethylsilylethyloxycarbonyl)piperidine 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: 92.0%

: 80149-80-0
2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate

: 762299-39-8
3-((3R,4R)-3,4-Dimethyl-piperidin-4-yl)-benzoic acid methyl ester

: 762299-42-3
4(R)-(3-methoxycarbonylphenyl)-3(R),4-dimethyl-1-(2-trimethylsilylethyloxycarbonyl)piperidine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 25 ℃;
DOI:10.1016/j.bmcl.2003.09.012

Reference yield:

: 119193-19-0
3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol

: 762299-42-3
4(R)-(3-methoxycarbonylphenyl)-3(R),4-dimethyl-1-(2-trimethylsilylethyloxycarbonyl)piperidine

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / Et₃N / tetrahydrofuran / 25 °C

2: 74 percent / Et₃N / CH₂Cl₂ / 25 °C

3: 75 percent / Pd(OAc)2; DPPF; Et₃N / dimethylsulfoxide / 65 °C

4: 98 percent / HCl / diethyl ether; methanol / Heating

5: 92 percent / iPr₂NEt / acetonitrile / 25 °C

With hydrogenchloride; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/j.bmcl.2003.09.012

Reference yield:

: 762299-37-6
4(R)-(3-methoxycarbonylphenyl)-3(R),4-dimethyl-1-tertbutyloxycarbonylpiperidine

: 762299-42-3
4(R)-(3-methoxycarbonylphenyl)-3(R),4-dimethyl-1-(2-trimethylsilylethyloxycarbonyl)piperidine

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / HCl / diethyl ether; methanol / Heating

2: 92 percent / iPr₂NEt / acetonitrile / 25 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; acetonitrile;
DOI:10.1016/j.bmcl.2003.09.012