(3E,5R,12R)-5-Hydroxy-12-methyl-1-oxa-3-cyclododecene-2-one

Base Information

Chemical Name:(3E,5R,12R)-5-Hydroxy-12-methyl-1-oxa-3-cyclododecene-2-one
CAS No.:103729-44-8
Molecular Formula:C₁₂H₂₀O₃
Molecular Weight:212.289
Hs Code.:
Mol file:103729-44-8.mol

Synonyms:Oxacyclododec-3-en-2-one,5-hydroxy-12-methyl-, [5R-(3E,5R*,12R*)]-; Epipatulolide C

Suppliers and Price of (3E,5R,12R)-5-Hydroxy-12-methyl-1-oxa-3-cyclododecene-2-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Total 1 raw suppliers

Chemical Property of (3E,5R,12R)-5-Hydroxy-12-methyl-1-oxa-3-cyclododecene-2-one

Chemical Property:

PSA：46.53000
LogP:2.18940

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (3E,5R,12R)-5-Hydroxy-12-methyl-1-oxa-3-cyclododecene-2-one

There total 31 articles about (3E,5R,12R)-5-Hydroxy-12-methyl-1-oxa-3-cyclododecene-2-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: 61.0%

: (4RS,11RS)-4-tert-butyldiphenylsilyloxy-11-methylundec-2-en-11-olide

: 103729-44-8
epipatulolide C

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 5h;
DOI:10.1039/c2ob25992c

Reference yield:

: 111114-23-9,111187-58-7
(2E,4RS,11R)-<(2-methoxyethoxy)methyl>-2-dodecen-11-olide

: 103654-47-3
(5S,12R)-5-hydroxyy-12-methyl-1-oxa-3-cyclododecen-2-one

: 103729-44-8
epipatulolide C

Guidance literature:: With titanium tetrachloride; In dichloromethane; at 0 ℃; for 0.0166667h; Yields of byproduct given;

Reference yield:

: 5259-98-3
5-chloropentan-1-ol

: 103729-44-8
epipatulolide C

Guidance literature:: Multi-step reaction with 9 steps

2: pyridinium chlorochromate; NaOAc; molecular sieves / CH₂Cl₂ / 1 h / Ambient temperature

3: 1.) n-BuLi in n-hexane/diisopropylamine / 1.) THF, -74 deg C, 80 min,2.) -70 deg C, 30 min

4: 84 percent / (i-Pr)2NEt / CH₂Cl₂ / 89 h / Ambient temperature

5: 82 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h / Ambient temperature

6: 84 percent / quinoline; H₂ / 5percent Pd/BaSO₄ / methanol / Ambient temperature

7: LiOH*H₂O / H₂O; tetrahydrofuran / 5 h / Ambient temperature

8: 1.) 2,4,6-trichlorobenzoyl chloride, NEt₃,2.) 4-(dimethylamino)pyridine / 1.) THF, room temp., 8.5 h, 2.) toluene, reflux, 11.5 h

9: 14.5 mg / TiCl₄ / CH₂Cl₂ / 0.02 h / 0 °C

With quinoline; dmap; lithium hydroxide; n-butyllithium; molecular sieve; 2,4,6-trichlorobenzoyl chloride; hydrogen; sodium acetate; titanium tetrachloride; toluene-4-sulfonic acid; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; Pd-BaSO₄; In tetrahydrofuran; methanol; dichloromethane; water;