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Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem’s R&D center offer custom synthesis according to the contract research and development services for the fine chemicals, ph

Noroxymorphone hydrochloride

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

Morphinan-6-one,4,5-epoxy-3,14-dihydroxy-, hydrochloride (1:1), (5a)- 52446-24-9

Cas:52446-24-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

Morphinan-6-one,4,5-epoxy-3,14-dihydroxy-, hydrochloride (1:1), (5a)-

Cas:52446-24-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

Morphinan-6-one,4,5-epoxy-3,14-dihydroxy-, hydrochloride (1:1), (5a)-

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

Novobiocin

Cas:52446-24-9

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates

Morphinan-6-one,4,5-epoxy-3,14-dihydroxy-, hydrochloride (1:1), (5a)-

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Henan Tianfu Chemical Co., Ltd.

1.Our services:A.Supply sampleB.The packing also can be according the customers` requirmentC.Any inquiries will be replied within 24 hoursD.we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate.

Morphinan-6-one,4,5-epoxy-3,14-dihydroxy-, hydrochloride (1:1), (5a)-

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

(5alpha)-4,5-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

Morphinan-6-one,4,5-epoxy-3,14-dihydroxy-, hydrochloride (1:1), (5a)-

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

DB BIOTECH CO., LTD

best seller Application:API

(5alpha)-4,5-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Fandachem Co.,Ltd

(5A)-4,5-EPOXY-3,14-DIHYDROXYMORPHINAN-6-ONE HCLAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

(5A)-4,5-EPOXY-3,14-DIHYDROXYMORPHINAN-6-ONE HCL

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Other

inquiry

Henan Kanbei Chemical Co.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

(5alpha)-4,5-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Chinqesen Biotechnology Co., Ltd.

Good Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen

52446-24-9

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hebei Muhuang Technology Co., Ltd

best seller Application:API

(5alpha)-4,5-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

ZHEJIANG JIUZHOU CHEM CO.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

(5alpha)-4,5-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Changzhou Extraordinary Pharmatech co.,LTD

Changzhou Extraordinary Pharmatech co., LTD. As a leading chemical manufacturer and supplier in China.DAS authentication is passed.We can provide the popular precursor chemicals, we have our own strong R & D team, have our own laboratories and fa

Novobiocin

Cas:52446-24-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

HuBei Ipure Biotech CO.,ltd

HuBei ipure is a diversified product production and operation enterprise, with API, pharma intermediates, and other fine chemicals as well as R&D and pigments development and sales as one of the large enterprises, with more than 130 acres of pl

Morphinan-6-one ,4,5-epoxy-3,14-dihydroxy-, hydrochloride (1:1), (5a)-

Cas:52446-24-9

Min.Order:1 Gram

FOB Price: $1.0 / 2.0

Type:Trading Company

inquiry

Nanjing Raymon Biotech Co., Ltd.

Morphinan-6-one,4,5-epoxy-3,14-dihydroxy-, hydrochloride (1:1), (5a)- Storage:keep in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/pharma intermediate Transportation:By Sea,by Air,By courier like

Morphinan-6-one,4,5-epoxy-3,14-dihydroxy-, hydrochloride (1:1), (5a)-

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hebei Ruishun Trade Co.,Ltd

Supply top quality products with a reasonable price Application:api

52446-24-9

Cas:52446-24-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Synthetic route

naloxone hydrochloride
357-08-4

naloxone hydrochloride

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

Conditions
ConditionsYield
With Wilkinson's catalyst In 1,4-dioxane; water at 150℃; for 1h; Microwave irradiation; Inert atmosphere;99%
With Wilkinson's catalyst In water at 200℃; for 1.5h; Microwave irradiation;
noroxymorphone
33522-95-1

noroxymorphone

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 20℃; Inert atmosphere; Reflux; Large scale;93.2%
With hydrogenchloride In water at 90℃;
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

6-α-noroxymorphinol hydrochloride

6-α-noroxymorphinol hydrochloride

Conditions
ConditionsYield
With acetic acid; tetramethylammonium triacetoxyborohydride In dimethyl sulfoxide at 50℃; for 5h;99.5%
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Naltrexone
16590-41-3

Naltrexone

Conditions
ConditionsYield
Stage #1: (-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride With sodium hydrogencarbonate In ISOPROPYLAMIDE at 65 - 69℃; for 0.166667h;
Stage #2: cyclopropylcarbinyl bromide In ISOPROPYLAMIDE at 69℃; for 6.5h;
Stage #3: With sodium hydroxide; water In ISOPROPYLAMIDE pH=8.6 - 9;
88.6%
3-maleimidopropionic acid N-hydroxysuccinimide ester
55750-62-4

3-maleimidopropionic acid N-hydroxysuccinimide ester

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

C23H22N2O7

C23H22N2O7

Conditions
ConditionsYield
Stage #1: (-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 0.166667h;
Stage #2: 3-maleimidopropionic acid N-hydroxysuccinimide ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 1.5h; Inert atmosphere;
82%
cyclobutylaldehyde
2987-17-9

cyclobutylaldehyde

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

nalbuphine
20594-83-6

nalbuphine

Conditions
ConditionsYield
Stage #1: cyclobutylaldehyde; (-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride With acetic acid; tetramethylammonium triacetoxyborohydride In dimethyl sulfoxide at 20℃; for 1h; Large scale;
Stage #2: With acetic acid; tetramethylammonium triacetoxyborohydride In dimethyl sulfoxide at 60℃; Solvent; Reagent/catalyst; Large scale;
77.7%
cyclobutylaldehyde
2987-17-9

cyclobutylaldehyde

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

6-ketonalbuphine hydrochloride
16676-34-9

6-ketonalbuphine hydrochloride

Conditions
ConditionsYield
Stage #1: cyclobutylaldehyde; (-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride In dimethyl sulfoxide at 20℃; for 0.5h;
Stage #2: With acetic acid; tetramethylammonium triacetoxyborohydride In dimethyl sulfoxide at 20℃; for 1.16667h;
Stage #3: With hydrogenchloride In water; isopropyl alcohol Solvent; Reagent/catalyst;
67.6%
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

6-β-noroxymorphinol hydrochloride

6-β-noroxymorphinol hydrochloride

Conditions
ConditionsYield
Stage #1: (-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride With sodium hydroxide In water
Stage #2: With Aminoiminomethanesulfinic acid; sodium hydroxide In water at 85℃; for 1h; Inert atmosphere;
Stage #3: With hydrogenchloride In water at 20℃; for 3.5h;
44%
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

bromoacetylglycyne N-hydroxysuccinimide ester
93801-73-1

bromoacetylglycyne N-hydroxysuccinimide ester

C20H21BrN2O6

C20H21BrN2O6

Conditions
ConditionsYield
Stage #1: (-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Inert atmosphere;
Stage #2: bromoacetylglycyne N-hydroxysuccinimide ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 1.33333h; Inert atmosphere;
19.3%
bromoacetic acid N-hydroxusuccinimidyl ester
42014-51-7

bromoacetic acid N-hydroxusuccinimidyl ester

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

noroxymorphone bromoacetamide

noroxymorphone bromoacetamide

Conditions
ConditionsYield
Stage #1: (-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: bromoacetic acid N-hydroxusuccinimidyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;
Stage #3: With sodium bromide In acetone at 56℃; for 24h; Inert atmosphere;
bromoacetic acid N-hydroxusuccinimidyl ester
42014-51-7

bromoacetic acid N-hydroxusuccinimidyl ester

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

A

noroxymorphone bromoacetamide

noroxymorphone bromoacetamide

B

noroxymorphone chloroacetamide

noroxymorphone chloroacetamide

Conditions
ConditionsYield
Stage #1: (-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: bromoacetic acid N-hydroxusuccinimidyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere; Overall yield = 8.7 mg;
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

C21H23NO6

C21H23NO6

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 70 °C / Inert atmosphere
2: hydrogen; 5%-palladium/activated carbon / ethanol; tetrahydrofuran / 96 h / Inert atmosphere
View Scheme
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

C21H25NO6

C21H25NO6

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 70 °C / Inert atmosphere
2: hydrogen; 5%-palladium/activated carbon / ethanol; tetrahydrofuran / 96 h / Inert atmosphere
3: acetic acid; sodium tris(acetoxy)borohydride / 1.5 h / 10 °C / Inert atmosphere
View Scheme
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

C21H27NO7

C21H27NO7

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 70 °C / Inert atmosphere
2: hydrogen; 5%-palladium/activated carbon / ethanol; tetrahydrofuran / 96 h / Inert atmosphere
3: acetic acid; sodium tris(acetoxy)borohydride / 1.5 h / 10 °C / Inert atmosphere
4: lithium hydroxide; water / tetrahydrofuran / 4 h / 20 °C
View Scheme
3-bromomethyl-2-butenolide
61934-55-2

3-bromomethyl-2-butenolide

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

C21H21NO6

C21H21NO6

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 70℃; Inert atmosphere;
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

noroxymorphone
33522-95-1

noroxymorphone

Conditions
ConditionsYield
With ammonium hydroxide In water at 50℃; pH=8;
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

noroxymorphone sulfate

noroxymorphone sulfate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonium hydroxide / water / 50 °C / pH 8
2: sulfuric acid / water / 80 °C
View Scheme
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

Naloxone
465-65-6

Naloxone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonium hydroxide / water / 50 °C / pH 8
2: potassium hydrogencarbonate / 1-methyl-pyrrolidin-2-one / 2 h / 30 °C
View Scheme
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

Naltrexone
16590-41-3

Naltrexone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonium hydroxide / water / 50 °C / pH 8
2: potassium hydrogencarbonate / 1-methyl-pyrrolidin-2-one / 5 h / 50 °C
View Scheme
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

N,O3-bis(cyclobutanecarbonyl)noroxymorphone
16676-35-0

N,O3-bis(cyclobutanecarbonyl)noroxymorphone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonium hydroxide / water / 50 °C / pH 8
2: triethylamine / tetrahydrofuran / 1.5 h / 15 °C
View Scheme
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

nalbuphine
20594-83-6

nalbuphine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: ammonium hydroxide / water / 50 °C / pH 8
2.1: triethylamine / tetrahydrofuran / 1.5 h / 15 °C
3.1: borane-THF / tetrahydrofuran / 8.33 h / 5 °C / Reflux
3.2: 1 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / N,N-dimethyl-formamide / 20 °C
1.2: 60 °C
2.1: potassium tri-sec-butyl-borohydride / dimethyl sulfoxide; tetrahydrofuran / 60 °C
View Scheme
cyclobutylaldehyde
2987-17-9

cyclobutylaldehyde

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

A

nalbuphine
20594-83-6

nalbuphine

B

(4R,4aS,7aR,12bS)-3-(cyclobutylmethyl)-4a,9-dihydroxy-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7(7aH)-one
16676-33-8

(4R,4aS,7aR,12bS)-3-(cyclobutylmethyl)-4a,9-dihydroxy-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7(7aH)-one

Conditions
ConditionsYield
Stage #1: cyclobutylaldehyde; (-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride With acetic acid; tetramethylammonium triacetoxyborohydride In N,N-dimethyl-formamide at 20℃;
Stage #2: With acetic acid; tetramethylammonium triacetoxyborohydride In N,N-dimethyl-formamide at 60℃; Solvent;
A 44.83 %Chromat.
B 53.64 %Chromat.
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

nalbuphine-N-oxide

nalbuphine-N-oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / dimethyl sulfoxide / 1 h / 20 °C / Large scale
1.2: 60 °C / Large scale
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h
View Scheme
Multi-step reaction with 2 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / N,N-dimethyl-formamide / 20 °C
1.2: 60 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / N,N-dimethyl-formamide / 20 °C
1.2: 60 °C
2.1: sodium tetrahydroborate / dimethyl sulfoxide / 60 °C
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / N,N-dimethyl-formamide / 20 °C
1.2: 60 °C
2.1: potassium tri-sec-butyl-borohydride / dimethyl sulfoxide; tetrahydrofuran / 60 °C
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h
View Scheme
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

2,2'-bisnalbuphine

2,2'-bisnalbuphine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / dimethyl sulfoxide / 1 h / 20 °C / Large scale
1.2: 60 °C / Large scale
2.1: phosphoric acid; oxygen / 2160 h / Irradiation
View Scheme
Multi-step reaction with 2 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / N,N-dimethyl-formamide / 20 °C
1.2: 60 °C
2.1: phosphoric acid; oxygen / 2160 h / Irradiation
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / N,N-dimethyl-formamide / 20 °C
1.2: 60 °C
2.1: sodium tetrahydroborate / dimethyl sulfoxide / 60 °C
3.1: phosphoric acid; oxygen / 2160 h / Irradiation
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / N,N-dimethyl-formamide / 20 °C
1.2: 60 °C
2.1: potassium tri-sec-butyl-borohydride / dimethyl sulfoxide; tetrahydrofuran / 60 °C
3.1: phosphoric acid; oxygen / 2160 h / Irradiation
View Scheme
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

A

6β-hydroxy-17-cyclobutylmethyl-4,5α-epoxy-3,14-dihydroxymorphinan
85284-04-4

6β-hydroxy-17-cyclobutylmethyl-4,5α-epoxy-3,14-dihydroxymorphinan

B

nalbuphine
20594-83-6

nalbuphine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / N,N-dimethyl-formamide / 20 °C
1.2: 60 °C
2.1: sodium tetrahydroborate / dimethyl sulfoxide / 60 °C
View Scheme
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

nalbuphine hydrochloride
23277-43-2

nalbuphine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / dimethyl sulfoxide / 1 h / 20 °C / Large scale
1.2: 60 °C / Large scale
2.1: hydrogenchloride / water / 45 - 60 °C / Large scale
View Scheme
Multi-step reaction with 2 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / N,N-dimethyl-formamide / 20 °C
1.2: 60 °C
2.1: hydrogenchloride / water / 45 - 60 °C / Large scale
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / N,N-dimethyl-formamide / 20 °C
1.2: 60 °C
2.1: sodium tetrahydroborate / dimethyl sulfoxide / 60 °C
3.1: hydrogenchloride / water / 45 - 60 °C / Large scale
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid; tetramethylammonium triacetoxyborohydride / N,N-dimethyl-formamide / 20 °C
1.2: 60 °C
2.1: potassium tri-sec-butyl-borohydride / dimethyl sulfoxide; tetrahydrofuran / 60 °C
3.1: hydrogenchloride / water / 45 - 60 °C / Large scale
View Scheme
(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
52446-24-9

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

6β-hydroxy-17-cyclobutylmethyl-4,5α-epoxy-3,14-dihydroxymorphinan hydrochloride

6β-hydroxy-17-cyclobutylmethyl-4,5α-epoxy-3,14-dihydroxymorphinan hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: dimethyl sulfoxide / 0.5 h / 20 °C
1.2: 1.17 h / 20 °C
2.1: sodium hydroxide / water / Cooling with ice
2.2: 1 h / 85 °C / Inert atmosphere
View Scheme

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