N-[(1,1-dimethylethoxy)carbonyl]-α-cyclohexylglycine 1-[(3-hydroxyphenyl)methyl]-2-oxo-2-benzyloxyethyl ester

Base Information

Chemical Name:N-[(1,1-dimethylethoxy)carbonyl]-α-cyclohexylglycine 1-[(3-hydroxyphenyl)methyl]-2-oxo-2-benzyloxyethyl ester
CAS No.:430433-14-0
Molecular Formula:C₂₉H₃₇NO₇
Molecular Weight:511.615
Hs Code.:

Synonyms:N-[(1,1-dimethylethoxy)carbonyl]-α-cyclohexylglycine 1-[(3-hydroxyphenyl)methyl]-2-oxo-2-benzyloxyethyl ester

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Chemical Property of N-[(1,1-dimethylethoxy)carbonyl]-α-cyclohexylglycine 1-[(3-hydroxyphenyl)methyl]-2-oxo-2-benzyloxyethyl ester

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Technology Process of N-[(1,1-dimethylethoxy)carbonyl]-α-cyclohexylglycine 1-[(3-hydroxyphenyl)methyl]-2-oxo-2-benzyloxyethyl ester

There total 7 articles about N-[(1,1-dimethylethoxy)carbonyl]-α-cyclohexylglycine 1-[(3-hydroxyphenyl)methyl]-2-oxo-2-benzyloxyethyl 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: 78.0%

: 430433-13-9
3-(3-Allyloxycarbonyloxy-phenyl)-2-((S)-2-tert-butoxycarbonylamino-2-cyclohexyl-acetoxy)-propionic acid benzyl ester

: 430433-14-0
N-[(1,1-dimethylethoxy)carbonyl]-α-cyclohexylglycine 1-[(3-hydroxyphenyl)methyl]-2-oxo-2-benzyloxyethyl ester

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimedone; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/jo011106v

Reference yield:

: 4607-41-4
3-hydroxy-α-oxo-benzenepropanoic acid

: 430433-14-0
N-[(1,1-dimethylethoxy)carbonyl]-α-cyclohexylglycine 1-[(3-hydroxyphenyl)methyl]-2-oxo-2-benzyloxyethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / hydrogen / Pd/C / ethanol / 3 h / 2585.81 Torr

2.1: 61 percent / p-toluenesulfonic acid monohydrate / dioxane; benzene / 5 h / Heating

3.1: triethylamine / CH₂Cl₂ / -78 - 20 °C

4.1: 1-hydroxybenzotriazole hydrate; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; diisopropylethylamine / CH₂Cl₂ / 0.5 h / 20 °C

4.2: 7.1 g / CH₂Cl₂ / 36 h / 20 °C

5.1: 78 percent / dimedone; tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 1 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; dimedone; toluene-4-sulfonic acid; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; benzene;
DOI:10.1021/jo011106v

Reference yield:

: 100-83-4
meta-hydroxybenzaldehyde

: 430433-14-0
N-[(1,1-dimethylethoxy)carbonyl]-α-cyclohexylglycine 1-[(3-hydroxyphenyl)methyl]-2-oxo-2-benzyloxyethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 90 percent / acetic anhydride / 6 h / Heating

2.1: 45 percent / hydrochloric acid / H₂O / 14 h / Heating

3.1: 99 percent / hydrogen / Pd/C / ethanol / 3 h / 2585.81 Torr

4.1: 61 percent / p-toluenesulfonic acid monohydrate / dioxane; benzene / 5 h / Heating

5.1: triethylamine / CH₂Cl₂ / -78 - 20 °C

6.1: 1-hydroxybenzotriazole hydrate; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; diisopropylethylamine / CH₂Cl₂ / 0.5 h / 20 °C

6.2: 7.1 g / CH₂Cl₂ / 36 h / 20 °C

7.1: 78 percent / dimedone; tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; acetic anhydride; dimedone; toluene-4-sulfonic acid; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; benzene;
DOI:10.1021/jo011106v