(5R,7R)-7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoic acid

Base Information

Chemical Name:(5R,7R)-7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoic acid
CAS No.:1424403-17-7
Molecular Formula:C₂₆H₄₂O₅
Molecular Weight:434.616
Hs Code.:

Synonyms:(5R,7R)-7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoic acid

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Chemical Property of (5R,7R)-7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoic acid

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Technology Process of (5R,7R)-7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoic acid

There total 17 articles about (5R,7R)-7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoic 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: 98.0%

: 1424403-24-6
(5R,7R)-methyl 7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoate

: 1424403-17-7
(5R,7R)-7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoic acid

Guidance literature:: (5R,7R)-methyl 7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoate; With lithium hydroxide; In tetrahydrofuran; methanol; water; at 0 ℃; for 3h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=2;
DOI:10.1016/j.tet.2013.01.048

Reference yield:

: C₂₆H₄₀N₂O₄

: 1424403-17-7
(5R,7R)-7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoic acid

: 1424403-18-8
C₂₆H₄₂O₅

Guidance literature:: C₂₆H₄₀N₂O₄; With silver(I) acetate; In 1,4-dioxane; water; for 0.5h; Sonication;

With hydrogenchloride; In 1,4-dioxane; water; pH=2; Overall yield = 207 mg;
DOI:10.1016/j.tet.2013.01.048

Reference yield:

: 71126-73-3
6-benzyloxyhexan-1-ol

: 1424403-17-7
(5R,7R)-7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoic acid

Guidance literature:: Multi-step reaction with 13 steps

1.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 - 0 °C / Inert atmosphere

2.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 1 h / 20 °C

3.1: pivaloyl chloride; triethylamine / tetrahydrofuran / 1 h / -20 °C

3.2: 2 h / -20 - 0 °C

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

4.2: 3 h / -78 °C / Inert atmosphere

5.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; water / 3 h / 0 - 20 °C / Cooling with ice

6.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.25 h / -15 °C

6.2: 12 h / 0 °C

7.1: triethylamine; silver(I) acetate / 2 h / 20 °C / Inert atmosphere

8.1: diisobutylaluminium hydride / toluene / 0.17 h / -78 °C

9.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 1 h / 20 °C

10.1: diethyl ether / 0.5 h / 0 - 20 °C

11.1: dimethylsulfide borane complex; (S)-Corey-Bakshi-Shibata oxazaborolidine / toluene / 4 h / 0 °C

12.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

12.2: 12 h / 0 - 20 °C / Inert atmosphere

13.1: lithium hydroxide / tetrahydrofuran; water; methanol / 3 h / 0 °C

13.2: pH 2

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; dimethylsulfide borane complex; 2,4,6-trichlorobenzoyl chloride; dihydrogen peroxide; silver(I) acetate; sodium hexamethyldisilazane; chloroformic acid ethyl ester; pivaloyl chloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; lithium hydroxide; (S)-Corey-Bakshi-Shibata oxazaborolidine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1016/j.tet.2013.01.048