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CAS No.: | 73344-75-9 |
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Name: | C-(3,4-DIMETHOXY-BICYCLO[4.2.0]OCTA-1(6),2,4-TRIEN-7-YL)-METHYLAMINE |
Article Data: | 2 |
Molecular Structure: | |
Formula: | C11H15 N O2 |
Molecular Weight: | 193.246 |
Synonyms: | 4,5-Dimethoxy-1-(aminomethyl)benzocyclobutane |
Density: | 1.113 |
Boiling Point: | 309oC |
Flash Point: | 153oC |
PSA: | 44.48000 |
LogP: | 2.00250 |
3,4-dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile
(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
Conditions | Yield |
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With ammonia; hydrogen; nickel In methanol at 60℃; under 22502.3 Torr; Industry scale; | 100% |
With ammonia; hydrogen In methanol at 20℃; under 2327.23 Torr; for 12h; Solvent; Reagent/catalyst; | 98% |
formic acid
(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
Conditions | Yield |
---|---|
Stage #1: formic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 0.25h; Stage #2: (±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine In tetrahydrofuran at 20℃; for 12h; Reagent/catalyst; Temperature; Solvent; | 90% |
N-acetyl-(S)-glutamic acid
(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
(1S)-4,5-dimethoxy-1-(aminomethyl)-benzocyclobutane N-acetyl-L-glutamate
Conditions | Yield |
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In ethanol; water at 20℃; Heating / reflux; Industry scale; | 40% |
(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
(S)-ibuprofen
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 24h; Solvent; | 40% |
(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
(S)-ibuprofen
Conditions | Yield |
---|---|
In acetonitrile at 20 - 42℃; for 20h; Temperature; Time; Solvent; | A 38% B n/a |
diallylcarbonate
(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
A
(1S)-4,5-dimethoxy-1-(ammoniummethyl)benzocyclobutane
B
(R)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
Conditions | Yield |
---|---|
With Pseudomonas cepacia lipase II In 2-methyltetrahydrofuran at 30℃; for 42h; | A n/a B n/a C 35% D n/a |
With lipase from Pseudomonas fluorescens In tert-butyl methyl ether at 30℃; for 24h; Catalytic behavior; Reagent/catalyst; Resolution of racemate; Inert atmosphere; Enzymatic reaction; enantioselective reaction; | A n/a B n/a C n/a D n/a |
DBC
(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
A
(1S)-4,5-dimethoxy-1-(ammoniummethyl)benzocyclobutane
B
(R)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
Conditions | Yield |
---|---|
With Pseudomonas cepacia lipase II In 2-methyltetrahydrofuran at 30℃; for 24h; | A n/a B n/a C 30% |
but-3-enoyl chloride
(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
N-<(4,5-dimethoxybenzocyclobutenyl)methyl>-3-butenamide
Conditions | Yield |
---|---|
With pyridine In dichloromethane | 29% |
(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
cis-8,9-dimethoxy-1,2,3,4,4a,5,6,10b-octahydrobenzisoquinoline
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 29 percent / pyridine / CH2Cl2 2: 57 percent / various solvent(s) / 18 h / Heating 3: LiAlH4, AlCl3 / diethyl ether / 2.25 h / Ambient temperature View Scheme |
(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 29 percent / pyridine / CH2Cl2 2: 57 percent / various solvent(s) / 18 h / Heating 3: LiAlH4, AlCl3 / diethyl ether / 2.25 h / Ambient temperature 4: NaBH4 / benzene View Scheme |