(R)-benzyl (2-(cyclohex-1-en-1-yl)-2-(4-methoxyphenyl)ethyl)(methyl)carbamate

Base Information

Chemical Name:(R)-benzyl (2-(cyclohex-1-en-1-yl)-2-(4-methoxyphenyl)ethyl)(methyl)carbamate
CAS No.:1428475-61-9
Molecular Formula:C₂₄H₂₉NO₃
Molecular Weight:379.499
Hs Code.:

Synonyms:(R)-benzyl (2-(cyclohex-1-en-1-yl)-2-(4-methoxyphenyl)ethyl)(methyl)carbamate

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Chemical Property of (R)-benzyl (2-(cyclohex-1-en-1-yl)-2-(4-methoxyphenyl)ethyl)(methyl)carbamate

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Technology Process of (R)-benzyl (2-(cyclohex-1-en-1-yl)-2-(4-methoxyphenyl)ethyl)(methyl)carbamate

There total 9 articles about (R)-benzyl (2-(cyclohex-1-en-1-yl)-2-(4-methoxyphenyl)ethyl)(methyl)carbamate 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%

: 1428475-60-8
(R)-benzyl (2-(cyclohex-1-en-1-yl)-2-(4-methoxyphenyl)ethyl)carbamate

: 74-88-4
methyl iodide

: 1428475-61-9
(R)-benzyl (2-(cyclohex-1-en-1-yl)-2-(4-methoxyphenyl)ethyl)(methyl)carbamate

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1016/j.tetlet.2013.02.029

Reference yield:

: (2S)-2-((R)-1-(4-methoxyphenyl)-2-nitroethyl)cyclohexan-1-ol

: 1428475-61-9
(R)-benzyl (2-(cyclohex-1-en-1-yl)-2-(4-methoxyphenyl)ethyl)(methyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 1.5 h / 0 °C / Inert atmosphere

2: triethylamine / 20 °C

3: triethylamine / dichloromethane / 14 h / 0 °C / Reflux

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 24 h / 20 °C / Reflux

5: sodium hydride / tetrahydrofuran / 0 - 20 °C

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2013.02.029

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 1428475-61-9
(R)-benzyl (2-(cyclohex-1-en-1-yl)-2-(4-methoxyphenyl)ethyl)(methyl)carbamate

Guidance literature:: Multi-step reaction with 8 steps

1: ammonium acetate; acetic acid / 3 h / Sonication

2: p-toluenesulfonic acid monohydrate; N¹,N¹-dimethyl-N²-(((S)-pyrrolidin-2-yl)methyl)ethane-1,2-diamine / N,N-dimethyl-formamide / 24 h / 20 °C

3: sodium tetrahydroborate / tetrahydrofuran; water / 2 h / 0 °C

4: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 1.5 h / 0 °C / Inert atmosphere

5: triethylamine / 20 °C

6: triethylamine / dichloromethane / 14 h / 0 °C / Reflux

7: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 24 h / 20 °C / Reflux

8: sodium hydride / tetrahydrofuran / 0 - 20 °C

With N¹,N¹-dimethyl-N²-(((S)-pyrrolidin-2-yl)methyl)ethane-1,2-diamine; sodium tetrahydroborate; nickel(II) chloride hexahydrate; ammonium acetate; p-toluenesulfonic acid monohydrate; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 2: |Michael Addition;
DOI:10.1016/j.tetlet.2013.02.029