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

Base Information

Chemical Name:methyl N-(tert butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alanyl-glycinate
CAS No.:1361215-58-8
Molecular Formula:C₁₆H₂₈N₂O₆
Molecular Weight:344.408
Hs Code.:

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

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

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

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

: 1361215-58-8
methyl N-(tert butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alanyl-glycinate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; (Rc,Sp)-Duanphos / methanol / 3 h / 20 °C / 3345.86 Torr / Inert atmosphere

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

4.1: 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

4.2: 20 °C

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

Reference yield:

: 1361215-58-8
methyl N-(tert butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alanyl-glycinate

: 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 5 steps

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

1.2: 4 h / 20 °C

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

3.1: hydrogenchloride / 1,4-dioxane

4.1: triethylamine / dichloromethane / 20 °C

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

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium aluminium tetrahydride; triethylamine; lithium hydroxide; sodium t-butanolate; ruphos; In tetrahydrofuran; 1,4-dioxane; dichloromethane; trifluoroacetic acid;
DOI:10.1021/jm4016735

Reference yield:

: 1361215-58-8
methyl N-(tert butoxycarbonyl)-3-(tetrahydro-2H-pyran-4-yl)-L-alanyl-glycinate

: (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 5 steps

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

1.2: 4 h / 20 °C

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

3.1: hydrogenchloride / 1,4-dioxane

4.1: triethylamine / dichloromethane / 20 °C

5.1: 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; triethylamine; lithium hydroxide; sodium t-butanolate; ruphos; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; trifluoroacetic acid;
DOI:10.1021/jm4016735