N-Boc-trans-4-methyl-L-proline benzyl ester

Base Information

Chemical Name:N-Boc-trans-4-methyl-L-proline benzyl ester
CAS No.:1353864-37-5
Molecular Formula:C₁₈H₂₅NO₄
Molecular Weight:319.401
Hs Code.:

Synonyms:

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Chemical Property of N-Boc-trans-4-methyl-L-proline benzyl ester

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Technology Process of N-Boc-trans-4-methyl-L-proline benzyl ester

There total 6 articles about N-Boc-trans-4-methyl-L-proline benzyl ester 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:

: 871727-77-4
N-Boc-4-methyl-L-proline

: 100-39-0
benzyl bromide

: 1353864-37-5
N-Boc-trans-4-methyl-L-proline benzyl ester

: N-Boc-cis-4-methyl-L-proline benzyl ester

Guidance literature:: With tetra-(n-butyl)ammonium iodide; triethylamine; at 0 - 20 ℃; for 21h; Overall yield = 71 %; Overall yield = 3.42 g;
DOI:10.1021/acs.orglett.5b00781

Reference yield:

: 145730-69-4
4-methyl-pyrrolidine-2-carboxylic acid methyl ester

: 1353864-37-5
N-Boc-trans-4-methyl-L-proline benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / 1,4-dioxane / 3 h / 20 °C

2: palladium on activated charcoal; hydrogen / ethyl acetate / 14 h / 20 °C / 760.05 Torr

3: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 14 h / 20 °C

4: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 3 h / 20 °C

With lithium hydroxide monohydrate; palladium on activated charcoal; hydrogen; sodium hydrogencarbonate; potassium carbonate; potassium iodide; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja210660g

Reference yield:

: 1353864-31-9
C₂₀H₃₄N₂O₄Si

: 1353864-37-5
N-Boc-trans-4-methyl-L-proline benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: [bis(acetoxy)iodo]benzene; palladium diacetate; acetic acid / toluene / 24 h / 110 °C / Inert atmosphere

2: hydrogenchloride; water / 1,4-dioxane / 24 h / 20 °C

3: sodium hydrogencarbonate / 1,4-dioxane / 3 h / 20 °C

4: palladium on activated charcoal; hydrogen / ethyl acetate / 14 h / 20 °C / 760.05 Torr

5: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 14 h / 20 °C

6: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 3 h / 20 °C

With hydrogenchloride; lithium hydroxide monohydrate; [bis(acetoxy)iodo]benzene; palladium on activated charcoal; water; hydrogen; palladium diacetate; sodium hydrogencarbonate; potassium carbonate; acetic acid; potassium iodide; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja210660g