N-(tert-butyloxycarbonyl)-3-<methyl>-DL-phenylalanine

Base Information

Chemical Name:N-(tert-butyloxycarbonyl)-3-<methyl>-DL-phenylalanine
CAS No.:141902-65-0
Molecular Formula:C₂₃H₂₈N₂O₆
Molecular Weight:428.485
Hs Code.:

N-(tert-butyloxycarbonyl)-3-<<N'-(benzyloxy)carbamoyl>methyl>-DL-phenylalanine

Synonyms:N-(tert-butyloxycarbonyl)-3-<methyl>-DL-phenylalanine

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Chemical Property of N-(tert-butyloxycarbonyl)-3-<methyl>-DL-phenylalanine

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Technology Process of N-(tert-butyloxycarbonyl)-3-<methyl>-DL-phenylalanine

There total 7 articles about N-(tert-butyloxycarbonyl)-3-<methyl>-DL-phenylalanine 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: 100.0%

: 141879-61-0
ethyl N-(tert-butyloxycarbonyl)-3-<methyl>-DL-phenylalaninate

: 141902-65-0
N-(tert-butyloxycarbonyl)-3-<methyl>-DL-phenylalanine

Guidance literature:: With sodium hydroxide; In ethanol; at 0 - 20 ℃;
DOI:10.1021/jm00092a005

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 141902-65-0
N-(tert-butyloxycarbonyl)-3-<methyl>-DL-phenylalanine

Guidance literature:: Multi-step reaction with 4 steps

1: 46 percent / tetrahydrofuran / 3 h / 0 - 20 °C

2: 100 percent / H₂ / 10percent Pd/C / methanol / 1 h / Ambient temperature

3: 1.) 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC), 2.) Et₃N / 1.) THF, RT, 3 h, 2.) THF, CHCl₃, from 0 deg C to RT, overnight

4: 100 percent / aq. NaOH / ethanol / 0 - 20 °C

With sodium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;
DOI:10.1021/jm00092a005

Reference yield:

: 141879-55-2
benzyl 3-(bromomethyl)phenylacetate

: 141902-65-0
N-(tert-butyloxycarbonyl)-3-<methyl>-DL-phenylalanine

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / KI, 40percent aq. benzyltrimethylammonium hydroxide / dioxane / 3 h / Ambient temperature

2: 40 percent / 1 M aq. HCl / diethyl ether / 2 h / Ambient temperature

3: 46 percent / tetrahydrofuran / 3 h / 0 - 20 °C

4: 100 percent / H₂ / 10percent Pd/C / methanol / 1 h / Ambient temperature

5: 1.) 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC), 2.) Et₃N / 1.) THF, RT, 3 h, 2.) THF, CHCl₃, from 0 deg C to RT, overnight

6: 100 percent / aq. NaOH / ethanol / 0 - 20 °C

With hydrogenchloride; sodium hydroxide; hydrogen; N-benzyl-trimethylammonium hydroxide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; potassium iodide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol;
DOI:10.1021/jm00092a005