CAS No.146721-06-4,(+/-)-1-(1,3-Benzodioxol-5-yl)-2-broMo-1-pentanone Suppliers

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Finetech Industry Limited

FINETECH INDUSTRY LIMITED is a LONDON based CRO company providing drug discovery & development services to worldwide clients. FINETECH INDUSTRY LIMITED supplies the (+/-)-1-(1,3-Benzodioxol-5-yl)-2-bromo-1-pentanone, CAS:146721-06-4 with the most com

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(+/-)-1-(1,3-Benzodioxol-5-yl)-2- bromo-1-pentanone

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Synthetic route

: 63740-98-7
1-(benzo[d]-1,3-dioxol-5-yl)pentan-1-one

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions

Conditions	Yield
With bromine; acetic acid at 20℃; for 2h;	89%
With bromine; acetic acid at 20℃; for 3h;	87%
With aluminum (III) chloride; bromine In diethyl ether at 0 - 20℃; for 0.25h; Inert atmosphere;	86%
With bromine In chloroform at 20℃;
With bromine; acetic acid In dichloromethane

: (+/-)-(1R*,2R*/S*)-2-bromo-1-hydroxy-1-(3,4-methylenedioxyphenyl)pentane

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions

Conditions	Yield
With jones reagent In acetone at 0℃; for 0.25h;	82%

: 120-57-0
piperonal

alkali: alkali

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1) NaH / 1) DMSO, r.t., 15 min, 2) THF, r.t., 2 h 2: 98 percent / N-bromosuccinimide, H2O / dimethylsulfoxide / 0.25 h / Ambient temperature 3: 82 percent / Jones reagent / acetone / 0.25 h / 0 °C View Scheme

: 81392-98-5
(Z)-1-(3,4-methylenedioxyphenyl)-1-pentene

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 98 percent / N-bromosuccinimide, H2O / dimethylsulfoxide / 0.25 h / Ambient temperature 2: 82 percent / Jones reagent / acetone / 0.25 h / 0 °C View Scheme

: 120-57-0
piperonal

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: tetrahydrofuran / 0.5 h / 5 - 20 °C / Inert atmosphere 2: manganese(IV) oxide / chloroform; tetrahydrofuran / 1 h / Reflux 3: bromine / chloroform / 20 °C View Scheme

: 5422-01-5
1-(benzo[d][1,3]dioxol-5-yl)pentan-1-ol

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: manganese(IV) oxide / chloroform; tetrahydrofuran / 1 h / Reflux 2: bromine / chloroform / 20 °C View Scheme

: 4421-09-4
piperonylonitrile

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: magnesium / diethyl ether / 3 h / Inert atmosphere; Reflux 1.2: 4 h / Reflux 2.1: acetic acid; bromine / 3 h / 20 °C View Scheme

: 274-09-9
Methylenedioxybenzene

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tin(IV) chloride / dichloromethane / 3 - 10 °C 2: bromine; acetic acid / dichloromethane View Scheme

: 638-29-9
n-valeryl chloride

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tin(IV) chloride / dichloromethane / 3 - 10 °C 2: bromine; acetic acid / dichloromethane View Scheme

: 40499-83-0
pyrrolidin-3-ol

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: 1-(benzo[D][1,3]dioxol-5-yl)-2-(3-hydroxypyrrolidin-1-yl)-1-pentanone

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran Inert atmosphere;	65%

: 40499-83-0, 83220-72-8, 100243-39-8, 2799-21-5
(3R)-pyrrolidinol

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (RS)-1-(benzo[d][1,3]dioxol-5-yl)-2-((R)-3-hydroxypyrrolidin-1-yl)pentanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; Inert atmosphere;	60%

: 50773-56-3
3-benzyloxy-4-hydroxybenzaldehyde

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: 146721-08-6
(+/-)-3-Benzyloxy-4-<(1R*)-1-(3,4-methylenedioxybenzoyl)butoxy>benzaldehyde

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h; Yield given. Multistep reaction;

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(2R*,3R*/S*)-2-Propyl-6-hydroxy-3-(3,4-methylenedioxyphenyl)-1,4-benzodioxane

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C 5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(2R*,3R*/S*)-2-Propyl-3-(3,4-methylenedioxyphenyl)-1,4-benzodioxan-6-carbaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(2R*,3R*/S*)-2-Propyl-6-methoxy-3-(3,4-methylenedioxyphenyl)-1,4-benzodioxane

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C 5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h 6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h View Scheme

Yield

Multi-step reaction with 6 steps
1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h
2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating
3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min
4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C
5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h
6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h
View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(2R*)-3-Benzyloxy-4-<(1R*)-1-hydroxy-1-(3,4-methylenedioxyphenyl)-2-pentyloxy>benzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (2S,3S)-2-Benzo[1,3]dioxol-5-yl-6-dimethoxymethyl-7-methoxy-3-propyl-2,3-dihydro-benzo[1,4]dioxine

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C 5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h 6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h View Scheme

Yield

Multi-step reaction with 7 steps
1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h
2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating
3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min
4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C
5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h
6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h
View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: 1-Benzo[1,3]dioxol-5-yl-2-(2-benzyloxy-4-dimethoxymethyl-phenoxy)-pentan-1-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(1S*,5R*,6S*)-6-<(2''R*,3''R*)/(2''S*,3''S*)-2''-Propyl-6-methoxy-3''-(3,4-methylenedioxyphenyl)-1,4-benzodioxan-7-yl>-1'-hydroxy-3,7-dioxabicyclo<3.3.0>octan-2-one

Conditions

Conditions	Yield
Multi-step reaction with 14 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C 5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h 6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h 8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature 9: 1) lithium diisopropylamide 10: 97 percent 11: 56 percent / LiAlH4 13: 1) mesylation, 2) desulfonation View Scheme

Yield

Multi-step reaction with 14 steps
1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h
2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating
3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min
4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C
5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h
6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h
8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature
9: 1) lithium diisopropylamide
10: 97 percent
11: 56 percent / LiAlH4
13: 1) mesylation, 2) desulfonation
View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(3S*,4R*)-3-<(1'R*/S*)-1-<(2''R*,3''R*)/(2''S*,3''S*)-2''-Propyl-6-methoxy-3''-(3,4-methylenedioxyphenyl)-1,4-benzodioxan-7-yl>-1'-hydroxymethyl>-4-vinyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C 5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h 6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h 8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature 9: 1) lithium diisopropylamide View Scheme

Yield

Multi-step reaction with 9 steps
1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h
2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating
3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min
4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C
5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h
6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h
8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature
9: 1) lithium diisopropylamide
View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(3S*,4R*)-3-<(1'R*/S*)-1-<(2''R*,3''R*)/(2''S*,3''S*)-2''-Propyl-6-methoxy-3''-(3,4-methylenedioxyphenyl)-1,4-benzodioxan-7-yl>-1'-<(tert-butyldimethylsilyl)oxy>methyl>-4-vinyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C 5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h 6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h 8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature 9: 1) lithium diisopropylamide 10: 97 percent View Scheme

Yield

Multi-step reaction with 10 steps
1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h
2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating
3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min
4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C
5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h
6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h
8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature
9: 1) lithium diisopropylamide
10: 97 percent
View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(4R*)-4-<(1'R*/S*)-1-<(2''R*,3''R*)/(2''S*,3''S*)-2''-Propyl-6-methoxy-3''-(3,4-methylenedioxyphenyl)-1,4-benzodioxan-7-yl>-1'-<(tert-butyldimethylsilyl)oxy>methyl>-3-methylenedihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 13 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C 5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h 6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h 8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature 9: 1) lithium diisopropylamide 10: 97 percent 11: 56 percent / LiAlH4 13: 1) mesylation, 2) desulfonation View Scheme

Yield

Multi-step reaction with 13 steps
1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h
2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating
3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min
4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C
5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h
6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h
8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature
9: 1) lithium diisopropylamide
10: 97 percent
11: 56 percent / LiAlH4
13: 1) mesylation, 2) desulfonation
View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(2R*,3R*)-2-<(1'R*/S*)-1-<(2''R*,3''R*)/(2''S*,3''S*)-2''-Propyl-6-methoxy-3''-(3,4-methylenedioxyphenyl)-1,4-benzodioxan-7-yl>-1'-<(tert-butyldimethylsilyl)oxy>methyl>-3-vinyl-1,4-butanediol

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C 5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h 6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h 8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature 9: 1) lithium diisopropylamide 10: 97 percent 11: 56 percent / LiAlH4 View Scheme

Yield

Multi-step reaction with 11 steps
1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h
2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating
3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min
4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C
5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h
6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h
8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature
9: 1) lithium diisopropylamide
10: 97 percent
11: 56 percent / LiAlH4
View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(3R*,4R*)-4-<(1'R*/S*)-1-<(2''R*,3''R*)/(2''S*,3''S*)-2''-Propyl-6-methoxy-3''-(3,4-methylenedioxyphenyl)-1,4-benzodioxan-7-yl>-1'-<(tert-butyldimethylsilyl)oxy>methyl>-3-hydroxymethyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 12 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C 5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h 6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h 8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature 9: 1) lithium diisopropylamide 10: 97 percent 11: 56 percent / LiAlH4 View Scheme

Yield

Multi-step reaction with 12 steps
1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h
2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating
3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min
4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C
5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h
6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h
8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature
9: 1) lithium diisopropylamide
10: 97 percent
11: 56 percent / LiAlH4
View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(1S*,2R*,5R*,6S*)-6-<(2''R*,3''R*)/(2''S,3''S)-2''-Propyl-6''-methoxy-3''-(3,4-methylenedioxyphenyl)-1'',4''-benzodioxan-7''-yl>-2-(2',6'-dimethoxyphenoxy)-1-hydroxy-3,7-dioxabicyclo<3.3.0>octane

Conditions

Conditions	Yield
Multi-step reaction with 15 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C 5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h 6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h 8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature 9: 1) lithium diisopropylamide 10: 97 percent 11: 56 percent / LiAlH4 13: 1) mesylation, 2) desulfonation 15: 1) DIBALH View Scheme

Yield

Multi-step reaction with 15 steps
1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h
2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating
3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min
4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C
5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h
6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h
8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature
9: 1) lithium diisopropylamide
10: 97 percent
11: 56 percent / LiAlH4
13: 1) mesylation, 2) desulfonation
15: 1) DIBALH
View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(2R*,3R*)-2-Propyl-6-methoxy-3-(3,4-methylenedioxyphenyl)-1,4-benzodioxan-7-carbaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C 5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h 6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h 8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature View Scheme

Yield

Multi-step reaction with 8 steps
1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h
2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating
3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min
4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C
5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h
6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h
8: 96 percent / 2 N HCl / tetrahydrofuran / 1 h / Ambient temperature
View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: (+/-)-(2R*,3S*)-2-Propyl-6-methoxy-3-(3,4-methylenedioxyphenyl)-1,4-benzodioxan-7-carbaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 1) K2CO3, 18-crown-6 / 1) CH3CN, r.t., 1 h, 2) CH3CN, r.t., 18 h 2: NH4Cl / methanol; tetrahydrofuran / 2 h / Heating 3: 1) NaBH4, 2) 2 N HCl / 1) EtOH, THF, r.t., 1 h, 2) r.t., 30 min 4: 94 percent / sulfuric acid, acetic acid / 0.17 h / 70 - 80 °C 5: 1) m-chloroperbenzoic acid, KF, 2) 1 N NaOH / 1) CH2Cl2, r.t., 16 h, 2) EtOH, r.t., 1 h 6: 1) NaH / 1) DMF, r.t., 2 h, 2) r.t., 1 h 7: 1) POCl3 / 1) r.t., 2) DMF View Scheme

Yield

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: C20H25NO7

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / acetonitrile / 20 °C / Inert atmosphere 2: pyridine / 20 °C View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: 1477611-87-2
2-amino-1-(benzo[d]-1,3-dioxol-5-yl)pentan-1-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium azide / methanol / 12 h / 20 °C 2: tin(II) chloride dihdyrate / ethanol / 2 h / 0 - 20 °C View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: 1477462-91-1
2-amino-1-(benzo[d]-1,3-dioxol-5-yl)pentan-1-one hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium azide / methanol / 12 h / 20 °C 2: tin(II) chloride dihdyrate / ethanol / 2 h / 0 - 20 °C 3: hydrogenchloride / water View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: 1477611-88-3
C12H13N3O3

Conditions

Conditions	Yield
With sodium azide In methanol at 20℃; for 12h;

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: S-(-)-MDPV*(+)-BTA

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether / 0 - 20 °C 2: acetone; diethyl ether View Scheme

: 146721-06-4
(+/-)-(1R*)-1-Bromo-1-(3,4-methylenedioxybenzoyl)butane

: R-(+)-MDPV*(-)-BTA

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diethyl ether / 0 - 20 °C 2: acetone; diethyl ether 3: sodium carbonate / water View Scheme

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