2-[1-benzyloxymethyl-2-bromo-5-(2,2-dimethyl[1,3]dioxolan-4-ylmethyl)-1H-imidazol-4-yl]-2-methylpropionic acid ethyl ester

Base Information

Chemical Name:2-[1-benzyloxymethyl-2-bromo-5-(2,2-dimethyl[1,3]dioxolan-4-ylmethyl)-1H-imidazol-4-yl]-2-methylpropionic acid ethyl ester
CAS No.:884871-58-3
Molecular Formula:C₂₃H₃₁BrN₂O₅
Molecular Weight:495.414
Hs Code.:

Synonyms:2-[1-benzyloxymethyl-2-bromo-5-(2,2-dimethyl[1,3]dioxolan-4-ylmethyl)-1H-imidazol-4-yl]-2-methylpropionic acid ethyl ester

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Chemical Property of 2-[1-benzyloxymethyl-2-bromo-5-(2,2-dimethyl[1,3]dioxolan-4-ylmethyl)-1H-imidazol-4-yl]-2-methylpropionic acid ethyl ester

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Technology Process of 2-[1-benzyloxymethyl-2-bromo-5-(2,2-dimethyl[1,3]dioxolan-4-ylmethyl)-1H-imidazol-4-yl]-2-methylpropionic acid ethyl ester

There total 7 articles about 2-[1-benzyloxymethyl-2-bromo-5-(2,2-dimethyl[1,3]dioxolan-4-ylmethyl)-1H-imidazol-4-yl]-2-methylpropionic 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: 95.0%

: 884871-57-2
2-[1-benzyloxymethyl-5-(2,2-dimethyl[1,3]dioxolan-4-ylmethyl)-1H-imidazol-4-yl]-2-methylpropionic acid ethyl ester

: 884871-58-3
2-[1-benzyloxymethyl-2-bromo-5-(2,2-dimethyl[1,3]dioxolan-4-ylmethyl)-1H-imidazol-4-yl]-2-methylpropionic acid ethyl ester

Guidance literature:: With N-Bromosuccinimide; In tetrahydrofuran; at 0 ℃;
DOI:10.1021/jo060084f

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 884871-58-3
2-[1-benzyloxymethyl-2-bromo-5-(2,2-dimethyl[1,3]dioxolan-4-ylmethyl)-1H-imidazol-4-yl]-2-methylpropionic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 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

5.1: 74 percent / H₂SO₄ / 48 h

6.1: 95 percent / NBS / tetrahydrofuran / 0 °C

With N-Bromosuccinimide; osmium(VIII) oxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; benzyltrimethylammonium tribromide; tri-tert-butyl phosphine; sulfuric acid; 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

: 884871-58-3
2-[1-benzyloxymethyl-2-bromo-5-(2,2-dimethyl[1,3]dioxolan-4-ylmethyl)-1H-imidazol-4-yl]-2-methylpropionic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 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

5.1: 74 percent / H₂SO₄ / 48 h

6.1: 95 percent / NBS / tetrahydrofuran / 0 °C

With N-Bromosuccinimide; osmium(VIII) oxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; benzyltrimethylammonium tribromide; tri-tert-butyl phosphine; sulfuric acid; 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