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Basic Information
| CAS No.: | 10403-00-6 |
|---|---|
| Name: | (R)-(-)-MUSCONE |
| Article Data: | 53 |
| Molecular Structure: | |
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| Formula: | C16H30 O |
| Molecular Weight: | 238.414 |
| Synonyms: | Cyclopentadecanone, 3-methyl-, (-)- (8CI); Cyclopentadecanone, 3-methyl-, (R)-; (-)-(3R)-3-Methylcyclopentadecanone;(-)-3-Methylcyclopentadecanone; (-)-Muscone; (R)-(-)-Muscone; (R)-3-Methyl-1-cyclopentadecanone; (R)-Muscone; l-Muscone |
| Density: | 0.843g/cm3 |
| Boiling Point: | 329.5°C at 760 mmHg |
| Flash Point: | 145.3°C |
| PSA: | 17.07000 |
| LogP: | 5.27650 |
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Synthetic route
- 171034-99-4
(3S,4EZ)-3-methylcyclopentadec-4-en-1-one
- 10403-00-6
(R)-3-methyl-1-cyclopentadecanone
Conditions
| Conditions | Yield |
|---|---|
| With hydrogen; Crabtree's catalyst In dichloromethane for 4h; | 99% |
- 10403-00-6
(R)-3-methyl-1-cyclopentadecanone
Conditions
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In ethanol | 99% |
- 213018-22-5
(R)-3-methylcyclopentadec-6-en-1-one
- 10403-00-6
(R)-3-methyl-1-cyclopentadecanone
Conditions
| 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% |
- 527722-13-0
(-)-(R)-3-methyl-5-cyclopentadecyn-1-one
- 10403-00-6
(R)-3-methyl-1-cyclopentadecanone
Conditions
| 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 |
- 10403-00-6
(R)-3-methyl-1-cyclopentadecanone
Conditions
| 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 |
- 10403-00-6
(R)-3-methyl-1-cyclopentadecanone
Conditions
| 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 |
- 10403-00-6
(R)-3-methyl-1-cyclopentadecanone
Conditions
| 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% |
- 10403-00-6
(R)-3-methyl-1-cyclopentadecanone
Conditions
| Conditions | Yield |
|---|---|
| 97% |
- 1095567-32-0
O-(7R)-7-methyl-5-oxocyclopentadecyl O-phenyl carbonothioate
- 10403-00-6
(R)-3-methyl-1-cyclopentadecanone
Conditions
| Conditions | Yield |
|---|---|
| With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene for 4h; Reflux; Inert atmosphere; | 97% |
- 56345-01-8
(2E)-cyclopentadec-2-en-1-one
- 917-54-4
methyllithium
- 10403-00-6
(R)-3-methyl-1-cyclopentadecanone
Conditions
| 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% |
- Total:32 Page 1 of 1 1
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(R)-(-)-MUSCONE
