methyl N-(tert-butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alaninate

Base Information

Chemical Name:methyl N-(tert-butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alaninate
CAS No.:1361215-57-7
Molecular Formula:C₁₄H₂₅NO₅
Molecular Weight:287.356
Hs Code.:

Synonyms:methyl N-(tert-butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alaninate

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Chemical Property of methyl N-(tert-butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alaninate

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Technology Process of methyl N-(tert-butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alaninate

There total 1 articles about methyl N-(tert-butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alaninate 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:

: 50675-18-8
3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde

: 1361215-57-7
methyl N-(tert-butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alaninate

Guidance literature:: Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene; (Rc,Sp)-Duanphos / methanol / 3 h / 20 °C / 3345.86 Torr / Inert atmosphere

With (Rc,Sp)-Duanphos; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane;
DOI:10.1021/jm4016735

Reference yield:

: 1361215-57-7
methyl N-(tert-butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alaninate

: 1361216-60-5
1,1,1,3,3,3-hexafluoro-2-(4-((2S)-2-(tetrahydro-2H-pyran-4-ylmethyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium hydroxide; water / tetrahydrofuran; water / 20 °C / pH 3 / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C

2.2: 20 °C

3.1: lithium hydroxide / dichloromethane; trifluoroacetic acid / 20 °C

3.2: 4 h / 20 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / Reflux

5.1: hydrogenchloride / 1,4-dioxane

6.1: triethylamine / dichloromethane / 20 °C

7.1: sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ruphos / 100 °C / Heating; Sealed tube

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium aluminium tetrahydride; water; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; sodium t-butanolate; ruphos; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; trifluoroacetic acid;
DOI:10.1021/jm4016735

Reference yield:

: 1361215-57-7
methyl N-(tert-butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alaninate

: (2R)-1,1,1-trifluoro-2-(4-((2S)-2-(tetrahydro-2H-pyran-4-ylmethyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium hydroxide; water / tetrahydrofuran; water / 20 °C / pH 3 / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C

2.2: 20 °C

3.1: lithium hydroxide / dichloromethane; trifluoroacetic acid / 20 °C

3.2: 4 h / 20 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / Reflux

5.1: hydrogenchloride / 1,4-dioxane

6.1: triethylamine / dichloromethane / 20 °C

7.1: sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ruphos / toluene / 12 h / 60 °C / Inert atmosphere; Sealed tube; Heating

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium aluminium tetrahydride; water; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; sodium t-butanolate; ruphos; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene; trifluoroacetic acid;
DOI:10.1021/jm4016735