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Raw material ,higher purity, support by origional factory, fully large stock Basic information Product Name: (R)-(-)-MUSCONE Synonyms: L-Muscone, R-(-)3-methy-cyclo pentadecanone CAS NO:10403-00-6 Molecular Formula: C16H30O
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(3r)-3-methylcyclopentadecan-1-one Storage:Store in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/Pharmaceutical intermediates Transportation:By Sea,by Air,By courier like DHL or Fedx. Port:Shangha
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inquiry(3S,4EZ)-3-methylcyclopentadec-4-en-1-one
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With hydrogen; Crabtree's catalyst In dichloromethane for 4h; | 99% |
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol | 99% |
(R)-3-methylcyclopentadec-6-en-1-one
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol | 98% |
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 3h; Catalytic hydrogenation; | 98% |
With 5%-palladium/activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 22h; | 95% |
(-)-(R)-3-methyl-5-cyclopentadecyn-1-one
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With hydrogen; nickel In ethyl acetate | 97% |
Multi-step reaction with 5 steps 1.1: 100 percent / NaBH4; aq. NaOH / methanol; H2O / 2 h 2.1: PdCl2 / H2O; acetonitrile / 0.5 h / Heating 3.1: aq. HCl / tetrahydrofuran / 2 h / 20 °C 4.1: NEt3; 4-dimethylaminopyridine / CH2Cl2 / 3 h 5.1: toluene / 400 °C 5.2: H2 / [Ir(COD)(py)(PCy3)]*(PF6)(-1) / CH2Cl2 / 4 h View Scheme | |
Multi-step reaction with 4 steps 1.1: 100 percent / NaBH4; aq. NaOH / methanol; H2O / 2 h 2.1: PdCl2 / H2O; acetonitrile / 0.5 h / Heating 3.1: NEt3; 4-dimethylaminopyridine / CH2Cl2 / 3 h 4.1: toluene / 400 °C 4.2: H2 / [Ir(COD)(py)(PCy3)]*(PF6)(-1) / CH2Cl2 / 4 h View Scheme |
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
Stage #1: (R)-3-methyl-1-cyclopentadecenyl propionate With methanol; sodium methylate In toluene at 20℃; for 1h; Stage #2: With sulfuric acid; water In toluene Product distribution / selectivity; | 97% |
Product distribution / selectivity; | n/a |
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
Stage #1: (R)-3-methyl-1-cyclopentadecenyl acetate With methanol; sodium methylate In toluene at 20℃; for 1h; Stage #2: With sulfuric acid; water In toluene Product distribution / selectivity; | 97% |
With methanol; sodium methylate Product distribution / selectivity; | 92% |
Product distribution / selectivity; | n/a |
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
Stage #1: (R)-3-methyl-1-cyclopentadecenyl propionate(Z type) With methanol; sodium methylate In toluene at 20℃; for 1h; Stage #2: With sulfuric acid In water; toluene Product distribution / selectivity; | 97% |
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
97% |
O-(7R)-7-methyl-5-oxocyclopentadecyl O-phenyl carbonothioate
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene for 4h; Reflux; Inert atmosphere; | 97% |
(2E)-cyclopentadec-2-en-1-one
methyllithium
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With copper(l) iodide; (1R,2R,3S,4S)-3-<(1-methylpyrrol-2-yl)methylamino>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol In tetrahydrofuran; toluene at -78℃; Mechanism; Product distribution; chiral amplification; enantioselectivity; | 93% |
With copper(l) iodide; (1R,2R,3S,4S)-3-<(1-methylpyrrol-2-yl)methylamino>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol In tetrahydrofuran; toluene at -78℃; | 93% |
With tetrahydrofuran; copper(l) iodide; (1R)-2-endo-hydroxy-3-endo-<<(N-methylpyrrol-2-yl)methyl>amino>-1,7,7-trimethylbicyclo<2.2.1>heptan In toluene at -78℃; Product distribution; multistep reaction; var. solvents and chiral additives; | 89% |
(2R,3R,7R)-N,N'-dibenzyl-7-methyl-1,4-dioxa-spiro[4.14]nonadecane-2,3-dicarboxamide
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In 1,4-dioxane; water at 80℃; for 3h; | 93% |
(3R)-3-methylcyclopentadec-5-enone
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol at 20℃; for 1h; | 92% |
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With hydrogenchloride; water | 92% |
(1S, 15S)-bicyclo<13.1.0>hexadecan-2-one
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With ammonia; lithium In diethyl ether at -78℃; | 82% |
With dipyridinium dichromate; ammonia; lithium; tert-butyl alcohol 1.) ether, reflux (-33 deg C), 0.5 h, 2.) CH2Cl2, RT, 27.5 h; Yield given. Multistep reaction; |
(2E)-cyclopentadec-2-en-1-one
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
Stage #1: zirconocene methyl chloride With (11bS)-N-cyclohexyl-N-((S)-1,2,3,4-tetrahydronaphthalen-1-yl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine; silver trifluoromethanesulfonate; copper(l) chloride In diethyl ether; dichloromethane at 0℃; for 0.0833333h; Darkness; Inert atmosphere; Stage #2: (2E)-cyclopentadec-2-en-1-one With chloro-trimethyl-silane In diethyl ether; dichloromethane at 0℃; for 0.333333h; Inert atmosphere; Darkness; stereoselective reaction; | 82% |
(1R,3R)-3-methylcyclopentadecanol
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With dipyridinium dichromate In dichloromethane at 20℃; for 48h; | 81% |
(6R)-2,6-dimethyl-2,17-octadecadien-8-one
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
Stage #1: (6R)-2,6-dimethyl-2,17-octadecadien-8-one With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In 1,2-dichloro-ethane at 50℃; for 11h; Stage #2: With hydrogen; palladium on activated charcoal In ethyl acetate at 20℃; for 9h; | 74% |
Multi-step reaction with 2 steps 1: Grubbs Catalyst 2nd Generation / CH2Cl2 / 12 h / 65 °C 2: H2 / Pd/C / ethanol / 2.5 h / 30 °C / 760 Torr View Scheme | |
Multi-step reaction with 2 steps 1: 29 mg / H2 / (PCy3)Cl2[N,N'-Mes2-imidazolidin-2-yl]Ru=CHPh / 1,2-dichloro-ethane / 24 h / 80 °C / 41372.9 Torr View Scheme |
C18H34S2
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With iodine; sodium hydrogencarbonate In water; acetone for 0.25h; Cooling with ice; | 72% |
A
(R)-3-methyl-1-cyclopentadecanone
B
(+)-(2R)-2-methylcyclopentadecanone
Conditions | Yield |
---|---|
Stage #1: C18H32O3 With methanol; water; sodium hydroxide for 5h; Reflux; Stage #2: With hydrogenchloride; methanol; water for 1h; Reflux; | A 12% B 66% |
cyclopentadec-2-en-1-one
A
(R)-3-methyl-1-cyclopentadecanone
B
(S)-muscone
Conditions | Yield |
---|---|
Stage #1: dimethyl zinc(II); 4-(cis-2,6-dimethylpiperidine)-(R)-dinaphthdioxaphosphepin; copper compound In toluene Stage #2: cyclopentadec-2-en-1-one In toluene Product distribution / selectivity; | A 60.7% B n/a |
(2E)-cyclopentadec-2-en-1-one
dimethyl zinc(II)
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
Stage #1: (2E)-cyclopentadec-2-en-1-one; dimethyl zinc(II) With 4-(cis-2,6-dimethylpiperidine)-(R)-ditetrahydronaphthdioxaphosphepin; copper(II) bis(trifluoromethanesulfonate) In toluene at -20℃; for 4.08333h; Stage #2: With methanol; sodium methylate In toluene Product distribution / selectivity; | 53% |
(3R)-3-methyl-5-oxocyclopentadecanecarboxaldehyde
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
With RhCl(PPh3)3 In benzene for 8h; Heating; | 40% |
With Wilkinson's catalyst |
(R)-14-Methyl-2-cyclopentadecynon
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
(hydrogenation); |
(2E)-cyclopentadec-2-en-1-one
methyllithium
A
(R)-3-methyl-1-cyclopentadecanone
B
(S)-muscone
Conditions | Yield |
---|---|
With copper(l) iodide; (1R,2R,3S,4S)-3-<(1-methylpyrrol-2-yl)methylamino>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol In diethyl ether; toluene at -78℃; Product distribution; other chiral ligands, var. solvents, and ratios cuprate to educt; | |
With copper(l) iodide; (1R,2R,3S,4S)-3-<(1-methylpyrrol-2-yl)methylamino>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol 1.) toluene, ether, 2.) -78 deg C; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; | |
copper(l) iodide; (1R,2R,3S,4S)-3-<(1-methylpyrrol-2-yl)methylamino>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol; lithium bromide In diethyl ether; toluene at -78℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
A
(R)-3-methyl-1-cyclopentadecanone
B
(S)-muscone
Conditions | Yield |
---|---|
at 50℃; |
(1S, 15S)-bicyclo<13.1.0>hexadecan-2-one
A
(R)-3-methyl-1-cyclopentadecanone
B
(3R)-3-methylcyclopentadecan-1-ol
Conditions | Yield |
---|---|
With ammonia; lithium; tert-butyl alcohol In diethyl ether at -33℃; for 0.5h; |
(E)-1-[(S)-2-Methyl-3-(toluene-4-sulfonyl)-propyl]-cyclododecene
(R)-3-methyl-1-cyclopentadecanone
Conditions | Yield |
---|---|
Multistep reaction; |
methanol
(R)-3-methyl-1-cyclopentadecanone
(+)-(1Z,3R)-methyl 3-methylcyclotetradec-1-ene-1-carboxylate
Conditions | Yield |
---|---|
With iodine; potassium hydroxide at -5 - 0℃; Favorskii rearrangement; stereospecific reaction; | 56% |
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