Your Location：Home >Products >Intermediates >58016-28-7
Purity:99%
|
58016-28-7 Name |
|
|
Name |
METHYL 2,4-DIHYDROXY-6-PENTYLBENZOATE |
|
Synonym |
methyl 2,4-dihydroxy-6-pentylbenzoate;Methyl olivetolate;methyl 2,4-dihydroxy-6-pentylbenzoate58016-28-7;Olivetol Methyl Ester;Methyl olivetolate Other Name Methyl 2,4-dihydroxy-6-pentylbenzoate;Benzoic acid, 2,4-dihydroxy-6-pentyl-, methyl ester;CanbidiolImpurity1;Benzoylchloride,4-chloro-5-fluoro- |
|
58016-28-7 Chemical & Physical Properties |
|
|
Melting point |
105-106 °C(Solv: benzene (71-43-2)) |
|
Boiling point |
409.3±30.0 °C(Predicted) |
|
Density |
1.153±0.06 g/cm3(Predicted) |
|
Molecular Formula |
C13H18O4 |
|
Molecular Weight |
238.28000 |
|
solubility |
Dichloromethane; Ethyl Acetate |
|
PSA |
66.76000 |
|
LogP |
2.61710 |
|
Exact Mass |
238.12100 |
Methyl Olivetolate is an intermediate in synthesizing Δ9-Tetrahydrocannabinolic Acid (Acid A & B) (T293235). It is one of the substances screened for in meconium drug testings for medicinal opiods among addicted mothers. Δ9-Tetrahydrocannabinolic Acid has been shown to protect dopaminergic neurons against 1-methyl-4-Ph pyridinium (MPP+) induced cell death.
Syntheses of methyl 2,4-dihydroxy-6-methyl-(1a) and -3,6-dimethylbenzoates (1b) and methyl 2,4-dihydroxy-6-pentylbenzoate (1c) are described. Condensation reactions of dimethyl sodiomalonate with the dianion derived from pentane-2,4-dione or the dimerisation of the methyl acetoacetate dianion or the acetylation of the trianion derived from methyl 3,5,7-trioxo-octanoate gave (1a)(⩽78%) after work-up at pH 9.
methyl 2,4-dihydroxy-6-methyl- (1 a) and -3,6-dimethylbenzoates (1 b) and methyl 2,4-dihydroxy-6pentylbenzoate (… of the crude product gave methyl 2,4-dihydroxy-6pentylbenzoate (lc) (…
The title compound has been synthesized and its chemistry studied.Condensation with orthoesters, acid chlorides, or imidazolides gave aromatic compounds in a 5C + 1C condensation.A formal synthesis of lasiodiplodin has been completed.
(E)-non-3-en-2-one
malonic acid dimethyl ester
methyl 2,6-dihydroxy-6-pentylbenzoate
| Conditions | Yield |
|---|---|
|
(E)-non-3-en-2-one; malonic acid dimethyl ester; With sodium; In methanol; at 0 ℃; for 8h; Reflux;
With bromine; In N,N-dimethyl-formamide; at 0 - 80 ℃; for 17h;
|
|
|
(E)-non-3-en-2-one; malonic acid dimethyl ester; With sodium; In methanol; for 8h; Reflux;
With bromine; In N,N-dimethyl-formamide; at 0 - 80 ℃; for 17h;
|
1-(1-imidazolyl)-1-hexanone
1,3,5-tris(trimethylsiloxy)-1-methoxyhexa-1,3,5-triene
methyl 2,6-dihydroxy-6-pentylbenzoate
| Conditions | Yield |
|---|---|
|
With titanium(IV) isopropylate; titanium tetrachloride; In dichloromethane; 1.) -78 deg C, 5 h, 2.) RT, overnight;
|
52% |
diazomethane
2,4-dihydroxyl-6-pentylbenzoic acid
methanol
anziaic acid
2-hydroxy-4-methoxy-6-pentylbenzoic acid
methyl 4-benzyloxy-6-hydroxy-2-pentylbenzoate
methyl 2-hydroxy-4-isopropyloxy-6-pentylbenzoate
methyl 4-benzyloxy-2,5-dihydroxy-6-pentylbenzoate
CAS：885523-08-0
CAS：517920-73-9
CAS：46113-76-2
CAS：102342-62-1
