Benzoic acid (2R,3R,5S)-5-iodomethyl-2-methyl-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Benzoic acid (2R,3R,5S)-5-iodomethyl-2-methyl-tetrahydro-furan-3-yl ester
CAS No.:129064-94-4
Molecular Formula:C₁₃H₁₅IO₃
Molecular Weight:346.165
Hs Code.:

Synonyms:Benzoic acid (2R,3R,5S)-5-iodomethyl-2-methyl-tetrahydro-furan-3-yl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Benzoic acid (2R,3R,5S)-5-iodomethyl-2-methyl-tetrahydro-furan-3-yl ester

Chemical Property:

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Technology Process of Benzoic acid (2R,3R,5S)-5-iodomethyl-2-methyl-tetrahydro-furan-3-yl ester

There total 7 articles about Benzoic acid (2R,3R,5S)-5-iodomethyl-2-methyl-tetrahydro-furan-3-yl 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: 67.0%

: 129170-68-9
(2R,3S,5S)-5-Iodomethyl-2-methyl-tetrahydro-furan-3-ol

: 65-85-0,8013-63-6
benzoic acid

: 129064-94-4
Benzoic acid (2R,3R,5S)-5-iodomethyl-2-methyl-tetrahydro-furan-3-yl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;
DOI:10.1021/jo00001a015

Reference yield:

: 15358-07-3
(+/-)-2-Methyl-3,3-dimethoxy-5-hydroxy-methyl-tetrahydrofuran

: 129064-94-4
Benzoic acid (2R,3R,5S)-5-iodomethyl-2-methyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / NEt₃ / CH₂Cl₂ / 0 °C

2: 94 percent / trifluoroacetic acid / H₂O / 1.5 h / 0 °C

3: 15.4 g / NaI / acetone / Heating

4: 0.90 g / K2HPO4 / ethanol / 24 h / 25 °C / 3α,20β-hydroxysteroid dehydrogenase, pH 6.6

5: 67 percent / PPh₃, DEAD / tetrahydrofuran

With dipotassium hydrogenphosphate; triethylamine; triphenylphosphine; trifluoroacetic acid; sodium iodide; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; water; acetone;
DOI:10.1021/jo00001a015

Reference yield:

: 98272-76-5,129170-57-6,129170-58-7
5-methyl-4-oxo-tetrahydro-furan-2-carboxylic acid methyl ester

: 129064-94-4
Benzoic acid (2R,3R,5S)-5-iodomethyl-2-methyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / H₂SO₄ / methanol / Heating

2: 90 percent / LiAlH₄ / tetrahydrofuran / 2 h / 25 °C

3: 87 percent / NEt₃ / CH₂Cl₂ / 0 °C

4: 94 percent / trifluoroacetic acid / H₂O / 1.5 h / 0 °C

5: 15.4 g / NaI / acetone / Heating

6: 0.90 g / K2HPO4 / ethanol / 24 h / 25 °C / 3α,20β-hydroxysteroid dehydrogenase, pH 6.6

7: 67 percent / PPh₃, DEAD / tetrahydrofuran

With dipotassium hydrogenphosphate; lithium aluminium tetrahydride; sulfuric acid; triethylamine; triphenylphosphine; trifluoroacetic acid; sodium iodide; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone;
DOI:10.1021/jo00001a015