CAS No.140200-76-6,1,5-DIBROMO-PENTAN-3-ONE Suppliers

Dayang Chem (Hangzhou) Co.,Ltd.

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Suzhou Sibian Chemical Technology Co., Ltd

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Xi`an Eastling Biotech Co., Ltd.

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Antimex Chemical Limied

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1,5-DibroMo-3-pentanone

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Henan Tianfu Chemical Co., Ltd.

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Hangzhou Fandachem Co.,Ltd

1,5-Dibromo-pentan-3-oneAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceutical intermediate Transportation:by air, by sea, by express

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SAGECHEM LIMITED

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ZHEJIANG JIUZHOU CHEM CO.,LTD

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Bide Pharmatech Ltd

Our mission is to provide high-quality and innovative products to our customers. By offering a broad range of products, custom synthesis and personalized services, Bide can help scientists speeding up their research in the chemical and pharmaceutical

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Amadis Chemical Co., Ltd.

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suzhou BetterBioChem Co., Ltd.

Betterbiochem is specialized in APIs, pharmaceutical intermediates & fine chemicals. 1. The best quality, competitive price. 2. The best service before or after shipment. 3. Rich experience in export operation. 4. Rich experience in

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Changzhou Run-chem Biological Co.,ltd

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coolpharm Ltd

Known for its best quality and competitve price, this chemicals we offered is widely appreciated by our customers.Appearance:yellow to white solid Storage:keep sealed and keep from direct light Package:According client's requirements Application:Phar

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Beyond Pharmaceutical Co., Ltd

Used in medicine Application:Used in medicine

1,5-Dibromo-pentan-3-one

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Synthetic route

: 128312-82-3
1-(2-bromoethyl)cyclopropan-1-ol

: 140200-76-6
α,α'-dibromopentan-3-one

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrachloromethane at 20℃; for 2h;	81%
With N-Bromosuccinimide In tetrachloromethane for 14h; Reflux;	77%
With N-Bromosuccinimide In tetrachloromethane at 0 - 25℃; for 16h;	68%

: 140200-76-6
α,α'-dibromopentan-3-one

: 1890-28-4
divinylketone

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 19h;	93%
With sodium carbonate under 65 - 80 Torr; Heating;	78%

: 107-21-1
ethylene glycol

: 140200-76-6
α,α'-dibromopentan-3-one

: 164987-79-5
1,5-Dibromopentan-3-one ethylene ketal

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 24h; Heating;	86%
With pyridinium p-toluenesulfonate; orthoformic acid triethyl ester at 20℃; for 18h;	32%

: 1613244-28-2
(S)-2-amino-1-(phenanthridin-5(6H)-yl)propan-1-one

: 140200-76-6
α,α'-dibromopentan-3-one

: 1613244-29-3
(S)-1-(1-oxo-1-(phenanthridin-5(6H)-yl)propan-2-yl)piperidin-4-one

Conditions

Conditions	Yield
With sodium hydrogencarbonate In methanol at 60℃; for 0.5h; Reflux;	75%

: 140200-76-6
α,α'-dibromopentan-3-one

: 1072-72-6
Tetrahydrothiopyran-4-one

Conditions

Conditions	Yield
With sodium sulfide In methanol for 1h; Heating;	71%

: 140200-76-6
α,α'-dibromopentan-3-one

: 1,5-dibromopentane-3-ol

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate at 0 - 25℃; for 3h;	67%

: 3-(2-cyclopropyl-4-iodo-1H-imidazol-1-yl)bicyclo[1.1.1]pentan-1-amine bis(2,2,2-trifluoroacetate)

: 140200-76-6
α,α'-dibromopentan-3-one

: 1-(3-(2-cyclopropyl-4-iodo-1H-imidazol-1-yl)bicyclo[1.1.1]pentan-1-yl)piperidin-4-one

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 75℃; for 16h;	56%

: 140200-76-6
α,α'-dibromopentan-3-one

: 126-30-7
2,2-Dimethyl-1,3-propanediol

A: 187850-33-5
2,2-bis(2-bromoethyl)-5,5-dimethyl-1,3-dioxane

B: 187850-34-6
2-(2-bromoethyl)-5,5-dimethyl-2-ethenyl-1,3-dioxane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 60h; Heating;	A 22% B 50%

...Expand

: 140200-76-6
α,α'-dibromopentan-3-one

: 167106-10-7
furfuryl alcohol α-(tributylstannyl)methyl ether

: (1S*,2S*,3S*,4S*,7R*)-2,4-dimethyl-9-oxabicyclo<5.3.0>dec-5-en-1,3-diol

Conditions

Conditions	Yield
With methyllithium; silver; L-Selectride; zinc 2.) THF, 195 K; 3.) THF, 195 K to 273 K, 2 h; Yield given. Multistep reaction;

: 140200-76-6
α,α'-dibromopentan-3-one

: 187850-34-6
2-(2-bromoethyl)-5,5-dimethyl-2-ethenyl-1,3-dioxane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 187850-35-7
5,5-dimethyl-2-ethenyl-2-(2-iodoethyl)-1,3-dioxane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating 3: 89 percent / NaI / acetone / 26 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 50 percent / TsOH*H2O / benzene / 60 h / Heating 2: 89 percent / NaI / acetone / 26 h / Heating View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: (3aS,7aR)-3a-(3,4-Dimethoxy-phenyl)-1-methyl-7-methylene-octahydro-indol-6-one

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating 3: 89 percent / NaI / acetone / 26 h / Heating 5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 7: 0.870 g / benzene / 1 h / Heating 8: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature 9: 2) H2 / 2) Raney nickel / 1) methanol, RT, 10 min, 2) 48 h 10: 55 percent / aq. TFA / 8 h / Ambient temperature View Scheme
Multi-step reaction with 9 steps 1: 50 percent / TsOH*H2O / benzene / 60 h / Heating 2: 89 percent / NaI / acetone / 26 h / Heating 4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 6: 0.870 g / benzene / 1 h / Heating 7: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature 8: 2) H2 / 2) Raney nickel / 1) methanol, RT, 10 min, 2) 48 h 9: 55 percent / aq. TFA / 8 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 10 steps
1: 22 percent / TsOH*H2O / benzene / 60 h / Heating
2: 58 percent / TsOH*H2O / benzene / 60 h / Heating
3: 89 percent / NaI / acetone / 26 h / Heating
5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature
6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C
7: 0.870 g / benzene / 1 h / Heating
8: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature
9: 2) H2 / 2) Raney nickel / 1) methanol, RT, 10 min, 2) 48 h
10: 55 percent / aq. TFA / 8 h / Ambient temperature
View Scheme

Multi-step reaction with 9 steps
1: 50 percent / TsOH*H2O / benzene / 60 h / Heating
2: 89 percent / NaI / acetone / 26 h / Heating
4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature
5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C
6: 0.870 g / benzene / 1 h / Heating
7: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature
8: 2) H2 / 2) Raney nickel / 1) methanol, RT, 10 min, 2) 48 h
9: 55 percent / aq. TFA / 8 h / Ambient temperature
View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 187850-40-4
(+)-[(3aS,7R,7aS)-3a-(3,4-dimethoxyphenyl)-6,6-(2,2-dimethylpropylenedioxy)octahydroindol-7-yl]methanol

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating 3: 89 percent / NaI / acetone / 26 h / Heating 5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 7: 0.870 g / benzene / 1 h / Heating 8: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature View Scheme
Multi-step reaction with 7 steps 1: 50 percent / TsOH*H2O / benzene / 60 h / Heating 2: 89 percent / NaI / acetone / 26 h / Heating 4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 6: 0.870 g / benzene / 1 h / Heating 7: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature View Scheme

Yield

Multi-step reaction with 8 steps
1: 22 percent / TsOH*H2O / benzene / 60 h / Heating
2: 58 percent / TsOH*H2O / benzene / 60 h / Heating
3: 89 percent / NaI / acetone / 26 h / Heating
5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature
6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C
7: 0.870 g / benzene / 1 h / Heating
8: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature
View Scheme

Multi-step reaction with 7 steps
1: 50 percent / TsOH*H2O / benzene / 60 h / Heating
2: 89 percent / NaI / acetone / 26 h / Heating
4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature
5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C
6: 0.870 g / benzene / 1 h / Heating
7: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature
View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 187850-43-7
(+)-(3aS,7R,7aS)-[3a-(3,4-dimethoxyphenyl)-6,6-(2,2-dimethylpropylenedioxy)-1-methyloctahydroindol-7-yl]methanol

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating 3: 89 percent / NaI / acetone / 26 h / Heating 5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 7: 0.870 g / benzene / 1 h / Heating 8: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature 9: 2) H2 / 2) Raney nickel / 1) methanol, RT, 10 min, 2) 48 h View Scheme
Multi-step reaction with 8 steps 1: 50 percent / TsOH*H2O / benzene / 60 h / Heating 2: 89 percent / NaI / acetone / 26 h / Heating 4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 6: 0.870 g / benzene / 1 h / Heating 7: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature 8: 2) H2 / 2) Raney nickel / 1) methanol, RT, 10 min, 2) 48 h View Scheme

Yield

Multi-step reaction with 9 steps
1: 22 percent / TsOH*H2O / benzene / 60 h / Heating
2: 58 percent / TsOH*H2O / benzene / 60 h / Heating
3: 89 percent / NaI / acetone / 26 h / Heating
5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature
6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C
7: 0.870 g / benzene / 1 h / Heating
8: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature
9: 2) H2 / 2) Raney nickel / 1) methanol, RT, 10 min, 2) 48 h
View Scheme

Multi-step reaction with 8 steps
1: 50 percent / TsOH*H2O / benzene / 60 h / Heating
2: 89 percent / NaI / acetone / 26 h / Heating
4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature
5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C
6: 0.870 g / benzene / 1 h / Heating
7: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature
8: 2) H2 / 2) Raney nickel / 1) methanol, RT, 10 min, 2) 48 h
View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 187850-45-9
(+)-(3aS,7aS)-3a-(3,4-dimethoxyphenyl)-1-methyl-6-[(2,2-dimethyl-3-hydroxypropyl)oxy]-7-formyl-2,3,3a,4,5,7a-hexahydro-6H-indole

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating 3: 89 percent / NaI / acetone / 26 h / Heating 5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 7: 0.870 g / benzene / 1 h / Heating 8: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature 9: 2) H2 / 2) Raney nickel / 1) methanol, RT, 10 min, 2) 48 h 10: 1) tert-butyl alcohol, ethylmagnesium bromide, 2) 1,1'-(azodicarbonyl)dipiperidine / 1) THF, 10 min, 2) RT, 2.5 h View Scheme
Multi-step reaction with 9 steps 1: 50 percent / TsOH*H2O / benzene / 60 h / Heating 2: 89 percent / NaI / acetone / 26 h / Heating 4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 6: 0.870 g / benzene / 1 h / Heating 7: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature 8: 2) H2 / 2) Raney nickel / 1) methanol, RT, 10 min, 2) 48 h 9: 1) tert-butyl alcohol, ethylmagnesium bromide, 2) 1,1'-(azodicarbonyl)dipiperidine / 1) THF, 10 min, 2) RT, 2.5 h View Scheme

Yield

Multi-step reaction with 10 steps
1: 22 percent / TsOH*H2O / benzene / 60 h / Heating
2: 58 percent / TsOH*H2O / benzene / 60 h / Heating
3: 89 percent / NaI / acetone / 26 h / Heating
5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature
6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C
7: 0.870 g / benzene / 1 h / Heating
8: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature
9: 2) H2 / 2) Raney nickel / 1) methanol, RT, 10 min, 2) 48 h
10: 1) tert-butyl alcohol, ethylmagnesium bromide, 2) 1,1'-(azodicarbonyl)dipiperidine / 1) THF, 10 min, 2) RT, 2.5 h
View Scheme

Multi-step reaction with 9 steps
1: 50 percent / TsOH*H2O / benzene / 60 h / Heating
2: 89 percent / NaI / acetone / 26 h / Heating
4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature
5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C
6: 0.870 g / benzene / 1 h / Heating
7: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature
8: 2) H2 / 2) Raney nickel / 1) methanol, RT, 10 min, 2) 48 h
9: 1) tert-butyl alcohol, ethylmagnesium bromide, 2) 1,1'-(azodicarbonyl)dipiperidine / 1) THF, 10 min, 2) RT, 2.5 h
View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: (+)-(3aR,6aS,6bS)-6a-(3,4-dimethoxyphenyl)-4,4-(2,2-dimethylpropylenedioxy)perhydropyrrolo(3,2,1-ij)benzoxazine

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating 3: 89 percent / NaI / acetone / 26 h / Heating 5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 7: 0.870 g / benzene / 1 h / Heating 8: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature 9: 70 percent / methanol; H2O / 1 h / Ambient temperature View Scheme
Multi-step reaction with 8 steps 1: 50 percent / TsOH*H2O / benzene / 60 h / Heating 2: 89 percent / NaI / acetone / 26 h / Heating 4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 6: 0.870 g / benzene / 1 h / Heating 7: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature 8: 70 percent / methanol; H2O / 1 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 9 steps
1: 22 percent / TsOH*H2O / benzene / 60 h / Heating
2: 58 percent / TsOH*H2O / benzene / 60 h / Heating
3: 89 percent / NaI / acetone / 26 h / Heating
5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature
6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C
7: 0.870 g / benzene / 1 h / Heating
8: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature
9: 70 percent / methanol; H2O / 1 h / Ambient temperature
View Scheme

Multi-step reaction with 8 steps
1: 50 percent / TsOH*H2O / benzene / 60 h / Heating
2: 89 percent / NaI / acetone / 26 h / Heating
4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature
5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C
6: 0.870 g / benzene / 1 h / Heating
7: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature
8: 70 percent / methanol; H2O / 1 h / Ambient temperature
View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 187850-36-8
2-[3-(3,4-Dimethoxy-phenyl)-4-nitro-4-phenylselanyl-butyl]-5,5-dimethyl-2-vinyl-[1,3]dioxane

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating 3: 89 percent / NaI / acetone / 26 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 50 percent / TsOH*H2O / benzene / 60 h / Heating 2: 89 percent / NaI / acetone / 26 h / Heating View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: (+)-{(3aS,7R,7aS)-3a-(3,4-dimethoxyphenyl)-6,6-(2,2-dimethylpropylenedioxy)-1-[(4-methylphenyl)sulfonyl]-octahydroindol-7-yl}methanol

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating 3: 89 percent / NaI / acetone / 26 h / Heating 5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 7: 0.870 g / benzene / 1 h / Heating 8: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature 9: 89 percent / triethylamine / CH2Cl2 / 1 h / 0 °C View Scheme
Multi-step reaction with 8 steps 1: 50 percent / TsOH*H2O / benzene / 60 h / Heating 2: 89 percent / NaI / acetone / 26 h / Heating 4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 6: 0.870 g / benzene / 1 h / Heating 7: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature 8: 89 percent / triethylamine / CH2Cl2 / 1 h / 0 °C View Scheme

Yield

Multi-step reaction with 9 steps
1: 22 percent / TsOH*H2O / benzene / 60 h / Heating
2: 58 percent / TsOH*H2O / benzene / 60 h / Heating
3: 89 percent / NaI / acetone / 26 h / Heating
5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature
6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C
7: 0.870 g / benzene / 1 h / Heating
8: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature
9: 89 percent / triethylamine / CH2Cl2 / 1 h / 0 °C
View Scheme

Multi-step reaction with 8 steps
1: 50 percent / TsOH*H2O / benzene / 60 h / Heating
2: 89 percent / NaI / acetone / 26 h / Heating
4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature
5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C
6: 0.870 g / benzene / 1 h / Heating
7: 74 percent / H2 / Raney nickel / methanol / 48 h / 15514.4 Torr / Ambient temperature
8: 89 percent / triethylamine / CH2Cl2 / 1 h / 0 °C
View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 187850-39-1
(+)-(5S,6aS,9aR,9bS)-9,9-(2,2-Dimethylpropylenedioxy)-6a-(3,4-dimethoxyphenyl)-5-{[(1R,2S)-2-(1-methyl-1-phenylethyl)cyclohexyl]oxy}hexahydro-1H-isooxazolo-[2,3,3-h] [2,1]benzoxazine

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating 3: 89 percent / NaI / acetone / 26 h / Heating 5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 7: 0.870 g / benzene / 1 h / Heating View Scheme
Multi-step reaction with 6 steps 1: 50 percent / TsOH*H2O / benzene / 60 h / Heating 2: 89 percent / NaI / acetone / 26 h / Heating 4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C 6: 0.870 g / benzene / 1 h / Heating View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 187850-38-0
(4S,6S)-4-{5-[3,3-(2,2-Dimethylpropylenedioxy)-1-pentenyl]}-4-(3,4-dimethoxyphenyl)-6-{[(1R,2S)-2-(1-methyl-1-phenylethyl)cyclohexyl]oxy}-5,6-dihydro-4H-[1,2]oxazine N-Oxide

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating 3: 89 percent / NaI / acetone / 26 h / Heating 5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 6: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C View Scheme
Multi-step reaction with 5 steps 1: 50 percent / TsOH*H2O / benzene / 60 h / Heating 2: 89 percent / NaI / acetone / 26 h / Heating 4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature 5: trimethylaluminium, 2,6-di-tert-butyl-4-methylphenol / toluene; CH2Cl2 / -15 °C View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 909196-62-9
2-{4-[2-(3,4-Dimethoxyphenyl)-1-nitro-1-butenyl]}-2-ethenyl-5,5-dimethyl-1,3-dioxane

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating 3: 89 percent / NaI / acetone / 26 h / Heating 5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature View Scheme
Multi-step reaction with 4 steps 1: 50 percent / TsOH*H2O / benzene / 60 h / Heating 2: 89 percent / NaI / acetone / 26 h / Heating 4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 2-[(E)-3-(3,4-Dimethoxy-phenyl)-4-nitro-but-3-enyl]-5,5-dimethyl-2-vinyl-[1,3]dioxane

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 22 percent / TsOHH2O / benzene / 60 h / Heating 2: 58 percent / TsOHH2O / benzene / 60 h / Heating 3: 89 percent / NaI / acetone / 26 h / Heating 5: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature View Scheme
Multi-step reaction with 4 steps 1: 50 percent / TsOH*H2O / benzene / 60 h / Heating 2: 89 percent / NaI / acetone / 26 h / Heating 4: aq. H2O2 / tetrahydrofuran / 2.5 h / Ambient temperature View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 1613244-30-6
(S)-2-(4,4-dimethoxypiperidin-1-yl)-1-(phenanthridin-5(6H)-yl)propan-1-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / methanol / 0.5 h / 60 °C / Reflux 2: toluene-4-sulfonic acid / methanol / 8 h / 0 - 20 °C View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: (S)-1-cinnamyl-4,4-dimethoxy-1-(1-oxo-1-(phenanthridin-5(6H)-yl)propan-2-yl)piperidin-1-iumbromide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate / methanol / 0.5 h / 60 °C / Reflux 2: toluene-4-sulfonic acid / methanol / 8 h / 0 - 20 °C 3: acetonitrile / 60 h / 20 °C View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 1-bromo-5-((3-ethoxybenzo[d]isoxazole-6-yl)oxy)pentyl-3-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol; sodium tetrahydroborate / 3 h / 0 - 25 °C 2: potassium iodide / acetone / 16 h / 60 °C View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 2-(5-((3-ethoxybenzo[d]isoxazole-6-yl)oxy)-3-hydroxypentyl)-5-(pyridin-4-yl)-1,2,5-thiadiazolidine-1,1-dioxide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: methanol; sodium tetrahydroborate / 3 h / 0 - 25 °C 2: potassium iodide / acetone / 16 h / 60 °C 3: potassium iodide / N,N-dimethyl-formamide / 3 h / 60 °C View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 2-(5-((3-ethoxybenzo[d]isoxazole-6-yl)oxy)-3-fluoropentyl)-5-(pyridin-4-yl)-1,2,5-thiadiazolidine-1,1-dioxide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: methanol; sodium tetrahydroborate / 3 h / 0 - 25 °C 2: potassium iodide / acetone / 16 h / 60 °C 3: potassium iodide / N,N-dimethyl-formamide / 3 h / 60 °C 4: diethylamino-sulfur trifluoride / dichloromethane / 1 h / -78 - 20 °C / Inert atmosphere View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 62-53-3
aniline

: 35487-96-8
1-phenyl-2,3-dihydropyridin-4(1H)-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 80 °C / Inert atmosphere 2: tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; pentafluoronitrobenzen; potassium acetate / dichloromethane / 96 h / 35 °C / Inert atmosphere; Irradiation View Scheme

: 140200-76-6
α,α'-dibromopentan-3-one

: 62-53-3
aniline

: 19125-34-9
1-phenylpiperidin-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere;

: 1779-49-3
Methyltriphenylphosphonium bromide

: 140200-76-6
α,α'-dibromopentan-3-one

: 1,5-dibromo-3-methylene pentane

Conditions

Conditions	Yield
With potassium tert-butylate In acetonitrile at 0 - 10℃; Solvent; Inert atmosphere;

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