[(2S,4R,6S)-6-Iodomethyl-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester

Base Information

Chemical Name:[(2S,4R,6S)-6-Iodomethyl-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester
CAS No.:1026478-50-1
Molecular Formula:C₁₈H₂₅IO₅
Molecular Weight:448.298
Hs Code.:

Synonyms:[(2S,4R,6S)-6-Iodomethyl-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester

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Chemical Property of [(2S,4R,6S)-6-Iodomethyl-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester

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Technology Process of [(2S,4R,6S)-6-Iodomethyl-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester

There total 6 articles about [(2S,4R,6S)-6-Iodomethyl-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl 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:

: [(2S,4R,6S)-6-(4-Chloro-benzenesulfonyloxymethyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester

: 1026478-50-1
[(2S,4R,6S)-6-Iodomethyl-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester

Guidance literature:: With sodium hydrogencarbonate; sodium iodide; sodium sulfite; In butanone; for 16h; Heating;
DOI:10.1021/ja030316h

Reference yield:

: 540-88-5
acetic acid tert-butyl ester

: 1026478-50-1
[(2S,4R,6S)-6-Iodomethyl-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran; hexane / 1 h

1.2: tetrahydrofuran; hexane / 0.5 h / Heating

2.1: 87.3 g / Et₂BOMe; NaBH₄ / tetrahydrofuran; methanol

3.1: PPTS / CH₂Cl₂ / 2.5 h / Heating

4.1: 33.0 g / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 1 h

5.1: Et₃N / CH₂Cl₂ / 4.25 h / 20 °C

6.1: NaI; NaHCO₃; Na₂SO₃ / butan-2-one / 16 h / Heating

With sodium tetrahydroborate; diethyl methoxy borane; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; triethylamine; sodium iodide; sodium sulfite; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; butanone; 1.2: Claisen condensation;
DOI:10.1021/ja030316h

Reference yield:

: 625124-76-7
tert-butyl 2-[(6S,4R)-6-(hydroxymethyl)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]acetate

: 1026478-50-1
[(2S,4R,6S)-6-Iodomethyl-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 4.25 h / 20 °C

2: NaI; NaHCO₃; Na₂SO₃ / butan-2-one / 16 h / Heating

With sodium hydrogencarbonate; triethylamine; sodium iodide; sodium sulfite; In dichloromethane; butanone;
DOI:10.1021/ja030316h