6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3-hydroxy-3-(hydroxymethyl)benzofuran-4-yl 4-methylbenzenesulfonate

Base Information

Chemical Name:6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3-hydroxy-3-(hydroxymethyl)benzofuran-4-yl 4-methylbenzenesulfonate
CAS No.:1312466-21-9
Molecular Formula:C₃₂H₃₁BrO₉S
Molecular Weight:671.563
Hs Code.:

Synonyms:6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3-hydroxy-3-(hydroxymethyl)benzofuran-4-yl 4-methylbenzenesulfonate

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Chemical Property of 6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3-hydroxy-3-(hydroxymethyl)benzofuran-4-yl 4-methylbenzenesulfonate

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Technology Process of 6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3-hydroxy-3-(hydroxymethyl)benzofuran-4-yl 4-methylbenzenesulfonate

There total 11 articles about 6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3-hydroxy-3-(hydroxymethyl)benzofuran-4-yl 4-methylbenzenesulfonate 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: 85.0%

: 1312466-20-8
3-(ethoxycarbonyl)-6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3-hydroxybenzofuran-4-yl 4-methylbenzenesulfonate

: 1312466-21-9
6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3-hydroxy-3-(hydroxymethyl)benzofuran-4-yl 4-methylbenzenesulfonate

Guidance literature:: With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/ol201332u

Reference yield:

: 22532-60-1
2-bromo-4-hydroxybenzaldehyde

: 1312466-21-9
6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3-hydroxy-3-(hydroxymethyl)benzofuran-4-yl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 7 steps

1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 °C

2: tetrahydrofuran; ethanol / 6 h / 0 °C / Reflux

3: magnesium bromide / diethyl ether / 2 h / 20 °C

4: 6-chloro-5-phenylpyrimidine-4-(9-O-quinidine) ether; tetra-(n-butyl)ammonium iodide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / tetrahydrofuran / 0.5 h / -78 °C

5: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C

6: triethylamine / dichloromethane / 3 h / 20 °C

7: lithium borohydride / tetrahydrofuran / 0 - 20 °C

With lithium borohydride; 6-chloro-5-phenylpyrimidine-4-(9-O-quinidine) ether; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; potassium carbonate; triethylamine; magnesium bromide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; 2: Darzens condensation / 4: Feist-Benary interrupted synthesis;
DOI:10.1021/ol201332u

Reference yield:

: 1338067-80-3
ethyl 3-bromo-3-(4-benzyloxy-2-bromophenyl)-2-oxopropanoate

: 1312466-21-9
6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3-hydroxy-3-(hydroxymethyl)benzofuran-4-yl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: 6-chloro-5-phenylpyrimidine-4-(9-O-quinidine) ether; tetra-(n-butyl)ammonium iodide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / tetrahydrofuran / 0.5 h / -78 °C

2: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C

3: triethylamine / dichloromethane / 3 h / 20 °C

4: lithium borohydride / tetrahydrofuran / 0 - 20 °C

With lithium borohydride; 6-chloro-5-phenylpyrimidine-4-(9-O-quinidine) ether; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; triethylamine; In tetrahydrofuran; dichloromethane; 1: Feist-Benary interrupted synthesis;
DOI:10.1021/ol201332u