(R)-3-((2R,S-4S)-1,2-dihydroxypentan-4-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

Base Information

Chemical Name:(R)-3-((2R,S-4S)-1,2-dihydroxypentan-4-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one
CAS No.:1278519-68-8
Molecular Formula:C₂₃H₂₈O₆
Molecular Weight:400.472
Hs Code.:

Synonyms:(R)-3-((2R,S-4S)-1,2-dihydroxypentan-4-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

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Chemical Property of (R)-3-((2R,S-4S)-1,2-dihydroxypentan-4-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

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Technology Process of (R)-3-((2R,S-4S)-1,2-dihydroxypentan-4-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

There total 9 articles about (R)-3-((2R,S-4S)-1,2-dihydroxypentan-4-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-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: 95.0%

: 1278519-67-7
(R)-8-(4-methoxybenzyloxy)-7-methyl-3-((S)-pent-1-en-4-yl)isochroman-1-one

: 1278519-68-8
(R)-3-((2R,S-4S)-1,2-dihydroxypentan-4-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetonitrile; benzene; at 0 ℃; for 2h;
DOI:10.1021/ol200331u

Reference yield:

: 1278519-64-4
(R)-3-((S)-but-1-en-3-yl)-8-hydroxy-7-methylisochroman-1-one

: 1278519-68-8
(R)-3-((2R,S-4S)-1,2-dihydroxypentan-4-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

Guidance literature:: Multi-step reaction with 6 steps

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

1.2: 24 h / 55 °C

2.1: Wilkinson's catalyst / tetrahydrofuran / 0.17 h

2.2: 22 h / 20 °C

3.1: dihydrogen peroxide; sodium hydroxide / water / 0.5 h / 0 °C

4.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C

5.1: potassium tert-butylate / diethyl ether / 0 - 20 °C

5.2: 0 - 20 °C

6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetonitrile; benzene / 2 h / 0 °C

With Wilkinson's catalyst; osmium(VIII) oxide; potassium tert-butylate; dihydrogen peroxide; sodium hydride; Dess-Martin periodane; 4-methylmorpholine N-oxide; sodium hydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; benzene; 5.2: Wittig reaction / 6.1: Upjohn reaction;
DOI:10.1021/ol200331u

Reference yield:

: 1278519-66-6
(R)-3-((S)-1-hydroxybutan-3-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

: 1278519-68-8
(R)-3-((2R,S-4S)-1,2-dihydroxypentan-4-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C

2.1: potassium tert-butylate / diethyl ether / 0 - 20 °C

2.2: 0 - 20 °C

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetonitrile; benzene / 2 h / 0 °C

With osmium(VIII) oxide; potassium tert-butylate; Dess-Martin periodane; 4-methylmorpholine N-oxide; In diethyl ether; dichloromethane; water; acetonitrile; benzene; 2.2: Wittig reaction / 3.1: Upjohn reaction;
DOI:10.1021/ol200331u