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

Base Information

Chemical Name:[(2R,4R,6S)-6-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester
CAS No.:625125-26-0
Molecular Formula:C₁₈H₂₄O₅
Molecular Weight:320.386
Hs Code.:

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

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

Chemical Property:

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

There total 8 articles about [(2R,4R,6S)-6-(2-Oxo-ethyl)-2-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:

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

: 625125-26-0
[(2R,4R,6S)-6-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester

Guidance literature:: ((2R,4R,6R)-6-Allyl-2-phenyl-[1,3]dioxan-4-yl)-acetic acid tert-butyl ester; With ozone; In methanol; dichloromethane;

With tributylphosphine; In methanol; dichloromethane;
DOI:10.1021/ja030316h

Reference yield:

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

: 625125-26-0
[(2R,4R,6S)-6-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 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: camphorsulfonic acid; methanol

4.1: TBAF / tetrahydrofuran

5.1: Et₃N / CH₂Cl₂ / 20 °C

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

7.1: Li₂CuCl₄ / tetrahydrofuran

8.1: O₃ / CH₂Cl₂; methanol

8.2: tributylphosphine / CH₂Cl₂; methanol

With methanol; sodium tetrahydroborate; dilithium tetrachlorocuprate; camphor-10-sulfonic acid; diethyl methoxy borane; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; ozone; triethylamine; sodium iodide; sodium sulfite; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; butanone; 1.2: Claisen condensation;
DOI:10.1021/ja030316h

Reference yield:

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

: 625125-26-0
[(2R,4R,6S)-6-(2-Oxo-ethyl)-2-phenyl-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: Li₂CuCl₄ / tetrahydrofuran

2.1: O₃ / CH₂Cl₂; methanol

2.2: tributylphosphine / CH₂Cl₂; methanol

With dilithium tetrachlorocuprate; ozone; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja030316h