Products Categories
CAS No.: | 76835-67-1 |
---|---|
Name: | (R)-Methyl-3-Hydroxytetradecanoate |
Article Data: | 23 |
Molecular Structure: | |
Formula: | C15H30 O3 |
Molecular Weight: | 258.401 |
Synonyms: | Tetradecanoicacid, 3-hydroxy-, methyl ester, (S)-; Methyl (S)-3-hydroxytetradecanoate |
Density: | 0.931±0.06 g/cm3(Predicted) |
Melting Point: | 43-45°C |
Boiling Point: | 359.1±15.0 °C(Predicted) |
PSA: | 46.53000 |
LogP: | 3.83130 |
methyl 3-oxotetradecanoate
(S)-methyl 3-hydroxymyristate
Conditions | Yield |
---|---|
With hydrogenchloride; (R)-bis(acetato)(2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl)ruthenium; hydrogen In ethanol under 76005.1 Torr; for 68h; Inert atmosphere; | 91% |
With 1,2-bis[(R,R)-2,5-diisopropylphospholano]ethane-RuBr2; hydrogen In methanol; water at 35℃; under 3102.9 Torr; for 20h; | |
With hydrogenchloride; hydrogen; (RuCl2<(S)-Binap>)2*NEt3 In methanol at 40 - 50℃; for 18h; | |
With hydrogen; (S)-ruthenium 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl In methanol at 100℃; under 3750.3 Torr; for 5h; | |
With hydrogenchloride; Ru(OCOCH3)2{(S)-2,2'-bis(diphenylphosphino)-1,1'-dinaphthyl)}; hydrogen In methanol at 65℃; under 11251.1 Torr; for 12h; enantioselective reaction; |
methyl 3-oxotetradecanoate
A
methyl (R)-3-hydroxytetradecanoate
B
(S)-methyl 3-hydroxymyristate
Conditions | Yield |
---|---|
Stage #1: methyl 3-oxotetradecanoate With hydrogen; (S)-RuBINAP In hydrogenchloride; methanol under 1034.3 Torr; Stage #2: under 2585.74 Torr; for 15h; Heating; Title compound not separated from byproducts; | A 87% B n/a |
With (COD)2Ru2Cl4(NCCH3)*(R)-BIPHEMP; hydrogen In methanol; dichloromethane at 80℃; under 26252.1 Torr; for 20h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With hydrogen; ultrasonicated (R,R)-tartaric acid-NaBr-modified Raney nickel catalyst <(R,R)-TA-NaBr-MRNi-U> In various solvent(s) at 100℃; under 750.06 Torr; for 48h; Title compound not separated from byproducts; |
diazomethane
3-hydroxytetradecanoic acid
A
methyl (R)-3-hydroxytetradecanoate
B
(S)-methyl 3-hydroxymyristate
C
methyl (S)-3-acetoxytetradecanoate
Conditions | Yield |
---|---|
With vinyl acetate 1.) lipase PS-30, THF, 60 deg C, 24 h, 2.) ether; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
diazomethane
(3S)-3-hydroxytetradecanoic acid
(S)-methyl 3-hydroxymyristate
methanol
(R)-3-hydroxytetradecanoic acid
A
methyl (R)-3-hydroxytetradecanoate
B
(S)-methyl 3-hydroxymyristate
Conditions | Yield |
---|---|
With hydrogenchloride for 2h; Ambient temperature; Yield given. Title compound not separated from byproducts; |
3-Butyryloxy-tetradecanoic acid methyl ester
A
(S)-methyl 3-hydroxymyristate
B
(R)-3-Butyryloxy-tetradecanoic acid methyl ester
Conditions | Yield |
---|---|
With Geotrichum candidum lipase |
diazomethane
methyl 3-oxotetradecanoate
A
methyl (R)-3-hydroxytetradecanoate
B
(S)-methyl 3-hydroxymyristate
Conditions | Yield |
---|---|
With Maltose 1.) yeast Saccharomyces serevisiae IFO 0565, phosphate buffer (pH 7.6), 30 deg C, 24 h, 2.) Et2O; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
(+/-)-3-hydroxytetradecanoic acid methyl ester
A
methyl (R)-3-hydroxytetradecanoate
B
(S)-methyl 3-hydroxymyristate
Conditions | Yield |
---|---|
Yields of byproduct given. Title compound not separated from byproducts; | |
With CHIRALPAK AD-H column In ethanol; hexane Resolution of racemate; |
methyl (S)-3-acetoxytetradecanoate
(S)-methyl 3-hydroxymyristate
Conditions | Yield |
---|---|
With hydrogenchloride In methanol at 40℃; | |
With hydrogenchloride In methanol; water at 40℃; for 48h; Deacetylation; |
vinyl acetate
(+/-)-3-hydroxytetradecanoic acid methyl ester
A
methyl (R)-3-hydroxytetradecanoate
B
(S)-methyl 3-hydroxymyristate
D
methyl (S)-3-acetoxytetradecanoate
Conditions | Yield |
---|---|
immobilized lipase (Amano PS) In tetrahydrofuran at 26 - 28℃; for 120h; Acetylation; Title compound not separated from byproducts; |