(2R,5R)-methyl 2-(2-(2-bromophenyl)-1,2-dihydroxyethyl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate

Base Information

Chemical Name:(2R,5R)-methyl 2-(2-(2-bromophenyl)-1,2-dihydroxyethyl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate
CAS No.:1261974-84-8
Molecular Formula:C₁₆H₁₉BrO₆
Molecular Weight:387.227
Hs Code.:

Synonyms:(2R,5R)-methyl 2-(2-(2-bromophenyl)-1,2-dihydroxyethyl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate

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Chemical Property of (2R,5R)-methyl 2-(2-(2-bromophenyl)-1,2-dihydroxyethyl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate

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Technology Process of (2R,5R)-methyl 2-(2-(2-bromophenyl)-1,2-dihydroxyethyl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate

There total 11 articles about (2R,5R)-methyl 2-(2-(2-bromophenyl)-1,2-dihydroxyethyl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate 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: 50.0%

: (2R,5R)-methyl 2-(2-bromostyryl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate

: 1261974-84-8
(2R,5R)-methyl 2-(2-(2-bromophenyl)-1,2-dihydroxyethyl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate

Guidance literature:: (2R,5R)-methyl 2-(2-bromostyryl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate; With 4-methylmorpholine N-oxide; In water; acetone; at 20 ℃; for 0.0833333h;

With osmium(VIII) oxide; In water; acetone; at 20 ℃; for 10h;
DOI:10.1021/ol102848w

Reference yield: 50.0%

: (2R,5R)-methyl 2-(2-bromostyryl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate

: 1261974-84-8
(2R,5R)-methyl 2-(2-(2-bromophenyl)-1,2-dihydroxyethyl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate

Guidance literature:: (2R,5R)-methyl 2-(2-bromostyryl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate; With 4-methylmorpholine N-oxide; In water; acetone; at 20 ℃; for 0.0833333h; Inert atmosphere;

With osmium(VIII) oxide; In water; acetone; at 20 ℃; for 10h; chemoselective reaction; Inert atmosphere;
DOI:10.1021/acs.joc.5b00051

Reference yield:

: 1261974-99-5
(2S,3R)-3-(dimethyl(phenyl)silyl)-5-ethoxy-1-methoxypent-4-yn-2-ol

: 1261974-84-8
(2R,5R)-methyl 2-(2-(2-bromophenyl)-1,2-dihydroxyethyl)-5-(methoxymethyl)-2,5-dihydrofuran-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine; Lindlar's catalyst; hydrogen / ethyl acetate / 1 h

2.1: toluene-4-sulfonic acid / dichloromethane / 0.17 h / 0 °C

3.1: phenyltrimethylammonium tribromide / tetrahydrofuran / 12 h / 20 °C

3.2: 0.17 h / 0 °C

4.1: sodium cyanide; manganese(IV) oxide / 4 h / 0 - 20 °C

5.1: 4-methylmorpholine N-oxide / water; acetone / 0.08 h / 20 °C

5.2: 10 h / 20 °C

With pyridine; sodium cyanide; manganese(IV) oxide; Lindlar's catalyst; hydrogen; phenyltrimethylammonium tribromide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetone; 2.1: Mukaiyama reaction;
DOI:10.1021/ol102848w