2-[1-benzyloxymethyl-5-(2,3-dihydroxy-propyl)-1H-imidazol-4-yl]-2-methyl-propionic acid ethyl ester

Base Information

Chemical Name:2-[1-benzyloxymethyl-5-(2,3-dihydroxy-propyl)-1H-imidazol-4-yl]-2-methyl-propionic acid ethyl ester
CAS No.:884871-72-1
Molecular Formula:C₂₀H₂₈N₂O₅
Molecular Weight:376.453
Hs Code.:

2-[1-benzyloxymethyl-5-(2,3-dihydroxy-propyl)-1<i>H</i>-imidazol-4-yl]-2-methyl-propionic acid ethyl ester

Synonyms:2-[1-benzyloxymethyl-5-(2,3-dihydroxy-propyl)-1H-imidazol-4-yl]-2-methyl-propionic acid ethyl ester

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Chemical Property of 2-[1-benzyloxymethyl-5-(2,3-dihydroxy-propyl)-1H-imidazol-4-yl]-2-methyl-propionic acid ethyl ester

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Technology Process of 2-[1-benzyloxymethyl-5-(2,3-dihydroxy-propyl)-1H-imidazol-4-yl]-2-methyl-propionic acid ethyl ester

There total 5 articles about 2-[1-benzyloxymethyl-5-(2,3-dihydroxy-propyl)-1H-imidazol-4-yl]-2-methyl-propionic acid ethyl 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: 99.0%

: 884871-56-1
2-(5-allyl-1-benzyloxymethyl-1H-imidazol-4-yl)-2-methylpropionic acid ethyl ester

: 884871-72-1
2-[1-benzyloxymethyl-5-(2,3-dihydroxy-propyl)-1H-imidazol-4-yl]-2-methyl-propionic acid ethyl ester

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; at 20 ℃;
DOI:10.1021/jo060084f

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 884871-72-1
2-[1-benzyloxymethyl-5-(2,3-dihydroxy-propyl)-1H-imidazol-4-yl]-2-methyl-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethlyamine / tetrahydrofuran / 1.5 h / 20 °C

1.2: t-BuOK; 18-crown-6 / tetrahydrofuran / 1 h / -78 °C

1.3: 1.89 g / benzyloxymethyl chloride / tetrahydrofuran / 3 h / 70 °C

2.1: 63 percent / benzyltrimethylammonium tribromide; CaCO₃ / CH₂Cl₂; methanol / 4 h / 20 °C

3.1: 80 percent / t-Bu₃P; Pd₂(dba)3; CsF / dioxane; hexane / 100 °C

4.1: 99 percent / N-methylmorpholine N-oxide; osmium tetraoxide / H₂O; acetone / 20 °C

With osmium(VIII) oxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; benzyltrimethylammonium tribromide; tri-tert-butyl phosphine; 4-methylmorpholine N-oxide; triethylamine; cesium fluoride; calcium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water; acetone; 3.1: Stille coupling;
DOI:10.1021/jo060084f

Reference yield:

: 28782-45-8
(1H-imidazol-4-yl)-acetic acid ethyl ester

: 884871-72-1
2-[1-benzyloxymethyl-5-(2,3-dihydroxy-propyl)-1H-imidazol-4-yl]-2-methyl-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethlyamine / tetrahydrofuran / 1.5 h / 20 °C

1.2: t-BuOK; 18-crown-6 / tetrahydrofuran / 1 h / -78 °C

1.3: 1.89 g / benzyloxymethyl chloride / tetrahydrofuran / 3 h / 70 °C

2.1: 63 percent / benzyltrimethylammonium tribromide; CaCO₃ / CH₂Cl₂; methanol / 4 h / 20 °C

3.1: 80 percent / t-Bu₃P; Pd₂(dba)3; CsF / dioxane; hexane / 100 °C

4.1: 99 percent / N-methylmorpholine N-oxide; osmium tetraoxide / H₂O; acetone / 20 °C

With osmium(VIII) oxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; benzyltrimethylammonium tribromide; tri-tert-butyl phosphine; 4-methylmorpholine N-oxide; triethylamine; cesium fluoride; calcium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water; acetone; 3.1: Stille coupling;
DOI:10.1021/jo060084f