(2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol

Base Information

Chemical Name:(2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol
CAS No.:1453207-44-7
Molecular Formula:C₁₉H₂₁IO₆
Molecular Weight:472.277
Hs Code.:

Synonyms:(2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol

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Chemical Property of (2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol

Chemical Property:

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Technology Process of (2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol

There total 8 articles about (2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol 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: 99.0%

: 1453207-43-6
(2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol

: 1453207-44-7
(2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol

Guidance literature:: With N-iodo-succinimide; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1016/j.tet.2014.10.010

Reference yield:

: 480-66-0,67471-34-5
2,4,6-trihydroxyacetophenone

: 1453207-44-7
(2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.1: potassium carbonate / acetone / 10 h / 80 °C

3.1: hydrogenchloride; water / methanol / 12 h / 30 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C

4.2: Claisen-Schmidt Condensation / 12.67 h / 2 - 20 °C

5.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.55 h / 0 °C

5.2: 0.33 h / 20 °C

5.3: 0.75 h / -10 °C

6.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C

7.1: hydroquinidein 1,4-phthalazinediyl diether; methanesulfonamide / tert-butyl alcohol; water / 0 °C

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

9.1: pyridinium p-toluenesulfonate; orthoformic acid triethyl ester / 1,2-dichloro-ethane / 5.33 h / 20 - 50 °C

9.2: 20 °C

10.1: N-iodo-succinimide / N,N-dimethyl-formamide / 0 °C

With 1H-imidazole; hydrogenchloride; N-iodo-succinimide; methanesulfonamide; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; chloroformic acid ethyl ester; sodium hydride; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; triethylamine; N-ethyl-N,N-diisopropylamine; orthoformic acid triethyl ester; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; mineral oil; tert-butyl alcohol; 4.1: |Claisen-Schmidt Condensation / 7.1: |Sharpless Dihydroxylation;
DOI:10.1021/ol4021095

Reference yield:

: 65490-09-7
2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone

: 1453207-44-7
(2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium carbonate / acetone / 10 h / 80 °C

2.1: hydrogenchloride; water / methanol / 12 h / 30 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C

3.2: Claisen-Schmidt Condensation / 12.67 h / 2 - 20 °C

4.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.55 h / 0 °C

4.2: 0.33 h / 20 °C

4.3: 0.75 h / -10 °C

5.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C

6.1: hydroquinidein 1,4-phthalazinediyl diether; methanesulfonamide / tert-butyl alcohol; water / 0 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

8.1: pyridinium p-toluenesulfonate; orthoformic acid triethyl ester / 1,2-dichloro-ethane / 5.33 h / 20 - 50 °C

8.2: 20 °C

9.1: N-iodo-succinimide / N,N-dimethyl-formamide / 0 °C

With 1H-imidazole; hydrogenchloride; N-iodo-succinimide; methanesulfonamide; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; chloroformic acid ethyl ester; sodium hydride; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; triethylamine; orthoformic acid triethyl ester; In tetrahydrofuran; methanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; mineral oil; tert-butyl alcohol; 3.1: |Claisen-Schmidt Condensation / 6.1: |Sharpless Dihydroxylation;
DOI:10.1021/ol4021095