(3R,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid

Base Information

Chemical Name:(3R,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid
CAS No.:1607826-27-6
Molecular Formula:C₁₁H₂₀O₃
Molecular Weight:200.278
Hs Code.:

Synonyms:

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Chemical Property of (3R,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid

Chemical Property:

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Technology Process of (3R,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid

There total 6 articles about (3R,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid 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:

: 1607826-23-2
(R)-4-benzyl-3-((3R,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoyl)oxazolidin-2-one

: 1607826-27-6
(3R,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid

Guidance literature:: With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ja502744a

Reference yield:

: 192060-46-1
[1S,2S(R)]-N-(2-hydroxy-1-methyl-2-phenylethyl)-N,2-dimethylpentionamide

: 1607826-27-6
(3R,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: ammonia borane; lithium diisopropyl amide / tetrahydrofuran / 2 h / 0 - 23 °C / Inert atmosphere

2.1: pyridinium chlorochromate / dichloromethane / 2 h / 23 °C / Inert atmosphere

3.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / tetrahydrofuran / 4 h / -78 °C / Inert atmosphere

4.2: 2 h / 23 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride / 1-methyl-pyrrolidin-2-one / 1 h / -78 °C / Inert atmosphere

6.1: lithium hydroxide; dihydrogen peroxide / water; tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

With ammonia borane; 18-crown-6 ether; dihydrogen peroxide; titanium tetrachloride; potassium hexamethylsilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; water;
DOI:10.1021/ja502744a

Reference yield:

: (R)-2,4-dimethyl-pentan-1-ol

: 1607826-27-6
(3R,6R,Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridinium chlorochromate / dichloromethane / 2 h / 23 °C / Inert atmosphere

2.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / tetrahydrofuran / 4 h / -78 °C / Inert atmosphere

3.2: 2 h / 23 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride / 1-methyl-pyrrolidin-2-one / 1 h / -78 °C / Inert atmosphere

5.1: lithium hydroxide; dihydrogen peroxide / water; tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

With 18-crown-6 ether; dihydrogen peroxide; titanium tetrachloride; potassium hexamethylsilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; lithium hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; water;
DOI:10.1021/ja502744a