(2S,3S,6S)-3-Hydroxy-2,6-dimethyl-oct-7-enoic acid 2,6-dimethyl-phenyl ester

Base Information

Chemical Name:(2S,3S,6S)-3-Hydroxy-2,6-dimethyl-oct-7-enoic acid 2,6-dimethyl-phenyl ester
CAS No.:185670-05-7
Molecular Formula:C₁₈H₂₆O₃
Molecular Weight:290.403
Hs Code.:

Synonyms:(2S,3S,6S)-3-Hydroxy-2,6-dimethyl-oct-7-enoic acid 2,6-dimethyl-phenyl ester

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Chemical Property of (2S,3S,6S)-3-Hydroxy-2,6-dimethyl-oct-7-enoic acid 2,6-dimethyl-phenyl ester

Chemical Property:

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Technology Process of (2S,3S,6S)-3-Hydroxy-2,6-dimethyl-oct-7-enoic acid 2,6-dimethyl-phenyl ester

There total 1 articles about (2S,3S,6S)-3-Hydroxy-2,6-dimethyl-oct-7-enoic acid 2,6-dimethyl-phenyl ester 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:

: 51233-80-8
2,6-dimethylphenyl propionate

: 93904-58-6
(S)-4-methyl-5-hexenal

: (2R,3S,6S)-3-Hydroxy-2,6-dimethyl-oct-7-enoic acid 2,6-dimethyl-phenyl ester

: 185670-05-7
(2S,3S,6S)-3-Hydroxy-2,6-dimethyl-oct-7-enoic acid 2,6-dimethyl-phenyl ester

Guidance literature:: Yield given. Multistep reaction. Yields of byproduct given;
DOI:10.1021/jo961633s

Reference yield: 94.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 185670-05-7
(2S,3S,6S)-3-Hydroxy-2,6-dimethyl-oct-7-enoic acid 2,6-dimethyl-phenyl ester

: 185670-06-8
(2S,3S,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-oct-7-enoic acid 2,6-dimethyl-phenyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 12h;
DOI:10.1021/jo961633s

Reference yield:

: 185670-05-7
(2S,3S,6S)-3-Hydroxy-2,6-dimethyl-oct-7-enoic acid 2,6-dimethyl-phenyl ester

: (2S,3S,6R)-6-[(2S,3S,6R,8S,9R)-3,9-Dimethyl-8-((S)-3-methyl-pent-4-enyl)-1,7-dioxa-spiro[5.5]undec-2-yl]-3-hydroxy-2-methyl-heptanoic acid 2,6-dimethyl-phenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / 2,6-lutidine / CH₂Cl₂ / 12 h / 0 - 20 °C

2: 91 percent / diisobutylaluminum hydride / hexane / 2.5 h / -78 °C

3: I₂, imidazole / acetonitrile; diethyl ether / 0 °C

5: 98 percent / m-CPBA / CH₂Cl₂ / 5.5 h / -20 °C

6: 53 percent / H₅IO₆ / diethyl ether / 3 h / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; iodine; diisobutylaluminium hydride; periodic acid; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; hexane; dichloromethane; acetonitrile;
DOI:10.1021/jo961633s