(2R)-5-benzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-7-methoxymethoxychroman-3-one

Base Information

Chemical Name:(2R)-5-benzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-7-methoxymethoxychroman-3-one
CAS No.:1365537-64-9
Molecular Formula:C₃₂H₃₀O₇
Molecular Weight:526.586
Hs Code.:

Synonyms:(2R)-5-benzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-7-methoxymethoxychroman-3-one

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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 (2R)-5-benzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-7-methoxymethoxychroman-3-one

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Technology Process of (2R)-5-benzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-7-methoxymethoxychroman-3-one

There total 16 articles about (2R)-5-benzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-7-methoxymethoxychroman-3-one 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: 66.0%

: 3'-O-methyl-4',5-di-O-benzyl-7-O-methoxymethoxy-(+)-catechin

: 1365537-64-9
(2R)-5-benzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-7-methoxymethoxychroman-3-one

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tetasy.2013.02.012

Reference yield:

: 1365536-83-9
1-(2-(benzyloxy)-6-hydroxy-4-(methoxymethoxy)phenyl)ethan-1-one

: 1365537-64-9
(2R)-5-benzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-7-methoxymethoxychroman-3-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C

1.2: 1.08 h / 0 - 20 °C

1.3: 0 °C

2.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / tetrahydrofuran; ethanol / 5.08 h / -40 - 0 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

4.1: AD-mix-α; methanesulfonamide; water / tetrahydrofuran; tert-butyl alcohol / 16 h / 0 - 20 °C

5.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 1 h / 0 °C

6.1: pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 2 h / 65 °C

7.1: methanol; ammonia / 48 h / 20 °C

8.1: Dess-Martin periodane / dichloromethane; water / 2 h

With 1H-imidazole; methanol; sodium tetrahydroborate; methanesulfonamide; cerium(III) chloride heptahydrate; AD-mix-α; tetrabutyl ammonium fluoride; ammonia; water; pyridinium p-toluenesulfonate; sodium hydride; Dess-Martin periodane; acetic acid; In tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol; 4.1: Sharpless dihydroxylation;
DOI:10.1016/j.tetlet.2012.01.054

Reference yield:

: 1365537-53-6
(1S,2S)-3-[2-benzyloxy-6-(tert-butyl-dimethylsilanyloxy)-4-methoxymethoxyphenyl]-1-(4-benzyloxy-3-methoxyphenyl)propane-1,2-diol

: 1365537-64-9
(2R)-5-benzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-7-methoxymethoxychroman-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 1 h / 0 °C

2: pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 2 h / 65 °C

3: methanol; ammonia / 48 h / 20 °C

4: Dess-Martin periodane / dichloromethane; water / 2 h

With methanol; tetrabutyl ammonium fluoride; ammonia; pyridinium p-toluenesulfonate; Dess-Martin periodane; acetic acid; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1016/j.tetlet.2012.01.054