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Shanghai Upbio Tech Co.,Ltd

1.In No Less 10 years exporting experience. you 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 Specializ

neopinone

Cas:509-66-0

Min.Order:1 Gram

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Type:Lab/Research institutions

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Qingdao Beluga Import and Export Co., LTD

Neopinone CAS:509-66-0 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates, st

Neopinone CAS:509-66-0

Cas:509-66-0

Min.Order:1 Gram

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Type:Lab/Research institutions

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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

neopinone

Cas:509-66-0

Min.Order:1 Kilogram

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Type:Lab/Research institutions

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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

neopinone

Cas:509-66-0

Min.Order:0

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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

Neopinone

Cas:509-66-0

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

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KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

Best price/Neopinone CAS NO.509-66-0

Cas:509-66-0

Min.Order:1 Metric Ton

FOB Price: $7.0 / 8.0

Type:Trading Company

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Hangzhou J&H Chemical Co., Ltd.

J&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals

3-methoxy-17-methyl-8,14-didehydro-4,5-epoxymorphinan-6-one

Cas:509-66-0

Min.Order:0

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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.

neopinone

Cas:509-66-0

Min.Order:0

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Type:Lab/Research institutions

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Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

3-methoxy-17-methyl-8,14-didehydro-4,5-epoxymorphinan-6-one

Cas:509-66-0

Min.Order:0

Negotiable

Type:Manufacturers

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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

neopinone

Cas:509-66-0

Min.Order:0

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DB BIOTECH CO., LTD

best seller Application:API

3-methoxy-17-methyl-8,14-didehydro-4,5-epoxymorphinan-6-one

Cas:509-66-0

Min.Order:0

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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

3-methoxy-17-methyl-8,14-didehydro-4,5-epoxymorphinan-6-one

Cas:509-66-0

Min.Order:0

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Type:Lab/Research institutions

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Shanghai Chinqesen Biotechnology Co., Ltd.

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

509-66-0

Cas:509-66-0

Min.Order:0

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Type:Trading Company

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Hebei Muhuang Technology Co., Ltd

best seller Application:API

3-methoxy-17-methyl-8,14-didehydro-4,5-epoxymorphinan-6-one

Cas:509-66-0

Min.Order:0

Negotiable

Type:Trading Company

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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

3-methoxy-17-methyl-8,14-didehydro-4,5-epoxymorphinan-6-one

Cas:509-66-0

Min.Order:0

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Type:Trading Company

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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

Neopinone

Cas:509-66-0

Min.Order:1 Gram

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Type:Lab/Research institutions

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Jilin haofei import and export trade Co.,Ltd

Price, service, company and transport advantage: 1. Best service, place of origin China, high quality, and reasonable price. 2. It's customers' right to choose the package (EMS, DHL, FEDEX, UPS). 3. It's customers' right

Best price/Neopinone CAS NO.509-66-0

Cas:509-66-0

Min.Order:0

Negotiable

Type:Trading Company

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hdzhl co., ltd

HDZHL Co., LTD. specializing in the production of research and development of pharmaceutical intermediates with high quality price concessions, welcomed the new and old customers advisory purchase, companies invest large fund and brain research f

Neopinone in stock

Cas:509-66-0

Min.Order:1 Kilogram

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Type:Trading Company

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HuBei Ipure Biotech CO.,ltd

Strict quality control system and PHD We has passed through the ISO9001:2016 Quality System Certificate, we have strict quality control system. we have about 300 employees, including 90 full-time PHD 15 PHD and masters above, 153 undergraduat

neopinone

Cas:509-66-0

Min.Order:1 Metric Ton

FOB Price: $1.0 / 2.0

Type:Trading Company

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Shanghai united Scientific Co.,Ltd.

United Scientific Company Located in Shanghai of China , is a competitive player in the global specialty and fine chemical market. Fenghua has both the expertise and flexibility to produce a wide range of chemicals. Focusing on developing the innovat

neopinone

Cas:509-66-0

Min.Order:0

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Type:Lab/Research institutions

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Nanjing Raymon Biotech Co., Ltd.

neopinoneAppearance:Off white to slight yellow solid Storage:Store in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/Pharmaceutical intermediates Transportation:By Sea,by Air,By courier like DHL or

neopinone

Cas:509-66-0

Min.Order:0

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Type:Trading Company

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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 Neopinone, CAS:509-66-0 with the most competitive price and the best quality. We can

Neopinone

Cas:509-66-0

Min.Order:0

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Type:Trading Company

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Hebei Ruishun Trade Co.,Ltd

Supply top quality products with a reasonable price Application:api

509-66-0

Cas:509-66-0

Min.Order:0

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Type:Trading Company

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Chemical Co.Ltd

Manufacturer,strong R&D,professional team Storage:Store in a cool, dry place. Store in a tightly closed container. Package:according to your requirement Application:ZhiShang Chemical is owned by ZhiShang Group, is a professional new-type chemicals en

neopinone

Cas:509-66-0

Min.Order:0

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Synthetic route

(+)-14β-bromocodeinone
5140-31-8

(+)-14β-bromocodeinone

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol; chloroform under 760 Torr; for 5h; Ambient temperature;
neopinone dimethyl acetal
32398-20-2

neopinone dimethyl acetal

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
With hydrogenchloride
thebaine
115-37-7

thebaine

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-bromo-acetamide
2: H2, aq. NaOH / Pd-C / methanol
3: aq. HCl
View Scheme
Multi-step reaction with 2 steps
1: NBS / acetone; H2O
2: H2 / Pd-C / CHCl3; methanol / 5 h / 760 Torr / Ambient temperature
View Scheme
14-bromo-4,5α-epoxy-3-methoxy-17-methyl-(14ξ)-morphin-7-en-6-one; hydrochloride
28406-17-9

14-bromo-4,5α-epoxy-3-methoxy-17-methyl-(14ξ)-morphin-7-en-6-one; hydrochloride

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
With sodium sulfite
3a(R),9b(S)-dihydro-5-methoxy-9b-<2-(N-methylammonio)ethyl>phenanthro<4,4a,4b,5-bcd>furan-3(8H)-one trifluoroacetate
102422-72-0

3a(R),9b(S)-dihydro-5-methoxy-9b-<2-(N-methylammonio)ethyl>phenanthro<4,4a,4b,5-bcd>furan-3(8H)-one trifluoroacetate

A

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

B

C18H19NO3

C18H19NO3

C

codeinone
467-13-0

codeinone

Conditions
ConditionsYield
With sodium hydrogencarbonate In chloroform; water for 0.333333h; Yield given. Yields of byproduct given;
14-bromo-codeinone

14-bromo-codeinone

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
With methanol; palladium on activated charcoal; chloroform
codeine hydrochloride
1422-07-7

codeine hydrochloride

A

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

B

codeinone
467-13-0

codeinone

Conditions
ConditionsYield
With alcohol dehydrogenase from Thermoanaerobium brockii; β-nicotinamide dinucleotide phosphate sodium salt; morphine dehydrogenase from Pseudomonas putida M10 In phosphate buffer at 30℃; for 24h; Title compound not separated from byproducts.;
codeine
76-57-3

codeine

A

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

B

codeinone
467-13-0

codeinone

Conditions
ConditionsYield
With β-nicotinamide dinucleotide phosphate sodium salt; NADP+-dependent morphine dehydrogenase; 1-(3-hydroxypropyl)-3-methylimidazolium glycolate; water In phosphate buffer at 30℃; for 24h; Title compound not separated from byproducts.;
14-bromo-4,5α-epoxy-3,6,6-trimethoxy-17-methyl-(14ξ)-morphin-7-ene
4599-09-1

14-bromo-4,5α-epoxy-3,6,6-trimethoxy-17-methyl-(14ξ)-morphin-7-ene

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2, aq. NaOH / Pd-C / methanol
2: aq. HCl
View Scheme
2-iodo-6-methoxy-3-(2,2-dimethoxyethyl)phenol
916225-97-3

2-iodo-6-methoxy-3-(2,2-dimethoxyethyl)phenol

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: tributylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.5 h / 20 °C
2.1: tris-(dibenzylideneacetone)dipalladium(0); triethylamine; tris-(o-tolyl)phosphine / acetonitrile / 1 h / 85 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 70 °C
3.2: 0.17 h / 20 °C
4.1: camphor-10-sulfonic acid / methanol / 6 h / 20 °C
5.1: Dess-Martin periodane / dichloromethane / 0.5 h / 40 °C
6.1: trifluoroacetic acid / water; toluene / 2 h / 50 °C
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
8.1: mercaptoacetic acid; triethylamine / dichloromethane / 0.5 h / 0 °C
8.2: 0.5 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1.1: tributylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 1 h / 20 °C
2.1: tris-(dibenzylideneacetone)dipalladium(0); tris-(o-tolyl)phosphine / acetonitrile / 2 h / 85 °C
3.1: camphor-10-sulfonic acid / methanol / 6 h / 20 °C
4.1: Dess-Martin periodane / dichloromethane / 0.5 h / 40 °C
5.1: trifluoroacetic acid / water; toluene / 2 h / 50 °C
6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
7.1: mercaptoacetic acid; triethylamine / dichloromethane / 0.5 h / 0 °C
7.2: 0.5 h / 20 °C
View Scheme
2-iodo-4-methoxy-3-(methoxymethoxy)-1-(2-methoxyvinyl)benzene

2-iodo-4-methoxy-3-(methoxymethoxy)-1-(2-methoxyvinyl)benzene

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: acetyl chloride / methanol / 1 h / 40 °C
2.1: tributylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.5 h / 20 °C
3.1: tris-(dibenzylideneacetone)dipalladium(0); triethylamine; tris-(o-tolyl)phosphine / acetonitrile / 1 h / 85 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 70 °C
4.2: 0.17 h / 20 °C
5.1: camphor-10-sulfonic acid / methanol / 6 h / 20 °C
6.1: Dess-Martin periodane / dichloromethane / 0.5 h / 40 °C
7.1: trifluoroacetic acid / water; toluene / 2 h / 50 °C
8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
9.1: mercaptoacetic acid; triethylamine / dichloromethane / 0.5 h / 0 °C
9.2: 0.5 h / 20 °C
View Scheme
Multi-step reaction with 8 steps
1.1: acetyl chloride / methanol / 1 h / 40 °C
2.1: tributylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 1 h / 20 °C
3.1: tris-(dibenzylideneacetone)dipalladium(0); tris-(o-tolyl)phosphine / acetonitrile / 2 h / 85 °C
4.1: camphor-10-sulfonic acid / methanol / 6 h / 20 °C
5.1: Dess-Martin periodane / dichloromethane / 0.5 h / 40 °C
6.1: trifluoroacetic acid / water; toluene / 2 h / 50 °C
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
8.1: mercaptoacetic acid; triethylamine / dichloromethane / 0.5 h / 0 °C
8.2: 0.5 h / 20 °C
View Scheme
benzyl 2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethylcarbamate
1257051-27-6

benzyl 2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethylcarbamate

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: tris-(dibenzylideneacetone)dipalladium(0); triethylamine; tris-(o-tolyl)phosphine / acetonitrile / 1 h / 85 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 70 °C
2.2: 0.17 h / 20 °C
3.1: camphor-10-sulfonic acid / methanol / 6 h / 20 °C
4.1: Dess-Martin periodane / dichloromethane / 0.5 h / 40 °C
5.1: trifluoroacetic acid / water; toluene / 2 h / 50 °C
6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
7.1: mercaptoacetic acid; triethylamine / dichloromethane / 0.5 h / 0 °C
7.2: 0.5 h / 20 °C
View Scheme
benzyl N-[2-[(5aR,6R,9aS)-6-(tert-butyldimethylsilyloxy)-6,7-dihydro-1-(2,2-dimethoxyethyl)-4-methoxy-9a(5aH)-dibenzofuranyl]ethyl]carbamate
1201905-44-3

benzyl N-[2-[(5aR,6R,9aS)-6-(tert-butyldimethylsilyloxy)-6,7-dihydro-1-(2,2-dimethoxyethyl)-4-methoxy-9a(5aH)-dibenzofuranyl]ethyl]carbamate

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 70 °C
1.2: 0.17 h / 20 °C
2.1: camphor-10-sulfonic acid / methanol / 6 h / 20 °C
3.1: Dess-Martin periodane / dichloromethane / 0.5 h / 40 °C
4.1: trifluoroacetic acid / water; toluene / 2 h / 50 °C
5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
6.1: mercaptoacetic acid; triethylamine / dichloromethane / 0.5 h / 0 °C
6.2: 0.5 h / 20 °C
View Scheme
C32H45N3O11SSi
1201905-45-4

C32H45N3O11SSi

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: camphor-10-sulfonic acid / methanol / 6 h / 20 °C
2.1: Dess-Martin periodane / dichloromethane / 0.5 h / 40 °C
3.1: trifluoroacetic acid / water; toluene / 2 h / 50 °C
4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
5.1: mercaptoacetic acid; triethylamine / dichloromethane / 0.5 h / 0 °C
5.2: 0.5 h / 20 °C
View Scheme
N-[2-[(5aR,6R,9aS)-6,7-dihydro-6-hydroxy-1-(2,2-dimethoxyethyl)-4-methoxy-9a(5aH)-dibenzofuranyl]ethyl]-N-methyl-2,4-dinitrobenzenesulfonamide
1201905-46-5

N-[2-[(5aR,6R,9aS)-6,7-dihydro-6-hydroxy-1-(2,2-dimethoxyethyl)-4-methoxy-9a(5aH)-dibenzofuranyl]ethyl]-N-methyl-2,4-dinitrobenzenesulfonamide

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: Dess-Martin periodane / dichloromethane / 0.5 h / 40 °C
2.1: trifluoroacetic acid / water; toluene / 2 h / 50 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
4.1: mercaptoacetic acid; triethylamine / dichloromethane / 0.5 h / 0 °C
4.2: 0.5 h / 20 °C
View Scheme
N-[2-[(5aR,9aS)-6,7-dihydro-1-(2,2-dimethoxyethyl)-4-methoxy-6-oxo-9a(5aH)-dibenzofuranyl]ethyl]-N-methyl-2,4-dinitrobenzenesulfonamide
1201905-48-7

N-[2-[(5aR,9aS)-6,7-dihydro-1-(2,2-dimethoxyethyl)-4-methoxy-6-oxo-9a(5aH)-dibenzofuranyl]ethyl]-N-methyl-2,4-dinitrobenzenesulfonamide

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: trifluoroacetic acid / water; toluene / 2 h / 50 °C
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
3.1: mercaptoacetic acid; triethylamine / dichloromethane / 0.5 h / 0 °C
3.2: 0.5 h / 20 °C
View Scheme
C24H23N3O10S
1201905-49-8

C24H23N3O10S

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
2.1: mercaptoacetic acid; triethylamine / dichloromethane / 0.5 h / 0 °C
2.2: 0.5 h / 20 °C
View Scheme
N-[2-[(3aR,9RS,9bS)-3a,8,9,9a-tetrahydro-9-(methanesulfonyloxy)-5-methoxy-3-oxo-9b-phenanthro[4,5-bcd]furanyl]ethyl]-N-methyl-2,4-dinitrobenzenesulfonamide
1257051-30-1

N-[2-[(3aR,9RS,9bS)-3a,8,9,9a-tetrahydro-9-(methanesulfonyloxy)-5-methoxy-3-oxo-9b-phenanthro[4,5-bcd]furanyl]ethyl]-N-methyl-2,4-dinitrobenzenesulfonamide

A

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

B

codeinone
467-13-0

codeinone

Conditions
ConditionsYield
Stage #1: N-[2-[(3aR,9RS,9bS)-3a,8,9,9a-tetrahydro-9-(methanesulfonyloxy)-5-methoxy-3-oxo-9b-phenanthro[4,5-bcd]furanyl]ethyl]-N-methyl-2,4-dinitrobenzenesulfonamide With mercaptoacetic acid; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.5h;
Stage #2: With sodium carbonate In dichloromethane; water at 20℃; for 0.5h;
C24H21N3O9S
1201905-50-1

C24H21N3O9S

A

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

B

codeinone
467-13-0

codeinone

Conditions
ConditionsYield
Stage #1: C24H21N3O9S With mercaptoacetic acid; triethylamine In dichloromethane at 0℃; for 0.5h;
Stage #2: With sodium carbonate In dichloromethane; water at 20℃; for 0.5h;
N-[2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)]-N-methyl-2,4-dinitrobenzenesulfonamide
1257051-37-8

N-[2-((5R,6R)-5-(tert-butyldimethylsilyloxy)-6-(3-(2,2-dimethoxyethyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)]-N-methyl-2,4-dinitrobenzenesulfonamide

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: tris-(dibenzylideneacetone)dipalladium(0); tris-(o-tolyl)phosphine / acetonitrile / 2 h / 85 °C
2.1: camphor-10-sulfonic acid / methanol / 6 h / 20 °C
3.1: Dess-Martin periodane / dichloromethane / 0.5 h / 40 °C
4.1: trifluoroacetic acid / water; toluene / 2 h / 50 °C
5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
6.1: mercaptoacetic acid; triethylamine / dichloromethane / 0.5 h / 0 °C
6.2: 0.5 h / 20 °C
View Scheme
2-((3aS,3a1S)-5-methoxy-8,9-dihydrophenanthro[4,5-bcd]furan-3a1(3aH)-yl)ethan-1-ol

2-((3aS,3a1S)-5-methoxy-8,9-dihydrophenanthro[4,5-bcd]furan-3a1(3aH)-yl)ethan-1-ol

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: oxygen; 5,15,10,20-tetraphenylporphyrin / dichloromethane / 4 h / 20 °C / Irradiation
2: triethylamine / dichloromethane / 0.17 h / 20 °C
3: Martins sulfurane / dichloromethane / 0.17 h / 0 °C
4: N-ethyl-N,N-diisopropylamine; thiophenol / dichloromethane / 0.67 h / 0 °C
View Scheme
N-(2-((3aR,3a1S,9aS)-9a-hydroxy-5-methoxy-3-oxo-3,8,9,9a-tetrahydrophenanthro[4,5-bcd]furan-3a1(3aH)-yl)ethyl)-N-methyl-2,4-dinitrobenzenesulfonamide

N-(2-((3aR,3a1S,9aS)-9a-hydroxy-5-methoxy-3-oxo-3,8,9,9a-tetrahydrophenanthro[4,5-bcd]furan-3a1(3aH)-yl)ethyl)-N-methyl-2,4-dinitrobenzenesulfonamide

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Martins sulfurane / dichloromethane / 0.17 h / 0 °C
2: N-ethyl-N,N-diisopropylamine; thiophenol / dichloromethane / 0.67 h / 0 °C
View Scheme
N-(2-((3aR,3a1S)-5-methoxy-3-oxo-3,8-dihydrophenanthro[4,5-bcd]furan-3a1(3aH)-yl)ethyl)-N-methyl-2,4-dinitrobenzenesulfonamide

N-(2-((3aR,3a1S)-5-methoxy-3-oxo-3,8-dihydrophenanthro[4,5-bcd]furan-3a1(3aH)-yl)ethyl)-N-methyl-2,4-dinitrobenzenesulfonamide

A

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

B

codeinone
467-13-0

codeinone

Conditions
ConditionsYield
With thiophenol; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.666667h; Overall yield = 50.5 %; Overall yield = 53.5 mg;
C31H34N2O6S

C31H34N2O6S

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 0.17 h / 20 °C
2: Martins sulfurane / dichloromethane / 0.17 h / 0 °C
3: N-ethyl-N,N-diisopropylamine; thiophenol / dichloromethane / 0.67 h / 0 °C
View Scheme
codeine
76-57-3

codeine

A

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

B

codeinone
467-13-0

codeinone

C

Neopin
467-14-1

Neopin

Conditions
ConditionsYield
With NADP In aq. buffer at 30℃; for 10.6667h; pH=9; Reagent/catalyst; Enzymatic reaction;
(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Oxycodone
76-42-6

Oxycodone

Conditions
ConditionsYield
With phenylsilane; oxygen; cobalt acetylacetonate In tetrahydrofuran for 12h;97%
methyllithium
917-54-4

methyllithium

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

4,5α-epoxy-3-methoxy-6,17-dimethyl-morphin-8(14)-en-6α-ol

4,5α-epoxy-3-methoxy-6,17-dimethyl-morphin-8(14)-en-6α-ol

Conditions
ConditionsYield
In toluene
(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

isoneopine
16008-33-6

isoneopine

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol
With potassium hydroxide; sodium tetrahydroborate In water
(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

Neopin
467-14-1

Neopin

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol
With lithium triethylborohydride In tetrahydrofuran
(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

codeinone
467-13-0

codeinone

7,8-didehydro-4-hydroxy-3-methoxy-17-methyl-morphinan-6-one
467-98-1

7,8-didehydro-4-hydroxy-3-methoxy-17-methyl-morphinan-6-one

Conditions
ConditionsYield
With ammonium chloride; zinc In ethanol
(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

benzene
71-43-2

benzene

aqueous KOH

aqueous KOH

(8'Ξ)-4,5α;4',5'α-diepoxy-3,3'-dimethoxy-17,17'-dimethyl-7,8-didehydro-<7,8'>bimorphinanyl-6,6'-dione

(8'Ξ)-4,5α;4',5'α-diepoxy-3,3'-dimethoxy-17,17'-dimethyl-7,8-didehydro-<7,8'>bimorphinanyl-6,6'-dione

Conditions
ConditionsYield
(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

6β-acetoxy-4,5α-epoxy-3-methoxy-17-methyl-morphin-8(14)-ene
28379-40-0

6β-acetoxy-4,5α-epoxy-3-methoxy-17-methyl-morphin-8(14)-ene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. NaBH4 / methanol
2: 3 h / 80 - 85 °C
View Scheme
(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
509-66-0

(4R,7aR,12bS)-9-methoxy-3-methyl-2,3,4,6-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one

dihydro-isocodeine
795-38-0

dihydro-isocodeine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. NaBH4 / methanol
2: H2, aq. HCl / PtO2 / 8 h / 760 Torr / Ambient temperature
View Scheme

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