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78715-23-8

Basic Information
CAS No.: 78715-23-8
Name: NORBUPRENORPHINE
Article Data: 8
Molecular Structure:
Molecular Structure of 78715-23-8 (NORBUPRENORPHINE)
Formula: C25H35 N O4
Molecular Weight: 413.557
Synonyms: 6,14-Ethenomorphinan-7-methanol,a-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-a-methyl-, [5a,7a(S)]-; N-De(cyclopropylmethyl)buprenorphine;N-Dealkylbuprenorphine; N-Desalkylbuprenorphine; Norbuprenorphine
Density: 1.27g/cm3
Melting Point: 221-224°C
Boiling Point: 562.7°C at 760 mmHg
Flash Point: 294.1°C
Hazard Symbols: F,T
Risk Codes: 11-23/24/25-39/23/24/25
Safety: 16-36/37-45-7
PSA: 70.95000
LogP: 3.62020
Synthetic route

N-cyano-7α-(1--hydroxy-1,2,2-trimethylpropyl)-6,14-endo-ethano-6,7,8,14-tetrahydronorthebaine

78715-23-8

norbuprenorphine

Conditions
ConditionsYield
With water; potassium hydroxide In diethylene glycol at 185℃; Product distribution / selectivity; Inert atmosphere;97.19%
With potassium hydroxide In diethylene glycol at 100 - 200℃; for 1h; Inert atmosphere;3.2 g
22151-78-6, 136232-87-6, 16614-59-8

(S)-2-((4R,4aS,6R,7R,7aR,12bS)-7,9-dimethoxy-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinolin-6-yl)-3,3-dimethylbutan-2-ol

78715-23-8

norbuprenorphine

Conditions
ConditionsYield
Stage #1: (S)-2-((4R,4aS,6R,7R,7aR,12bS)-7,9-dimethoxy-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinolin-6-yl)-3,3-dimethylbutan-2-ol With water; potassium hydroxide In diethylene glycol at 185℃; for 5.25h;
Stage #2: With sulfuric acid In water; diethylene glycol at 90℃; pH=8.6;
80%
22152-80-3, 85080-82-6, 98301-16-7, 98301-77-0, 136232-78-5, 136314-59-5, 16196-70-6

[5α,7α]-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3,6-dimethoxy-α,17-dimethyl-6,14-ethenomorphinan-7-methanol

A

22151-78-6, 136232-87-6, 16614-59-8

(S)-2-((4R,4aS,6R,7R,7aR,12bS)-7,9-dimethoxy-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinolin-6-yl)-3,3-dimethylbutan-2-ol

B

78715-23-8

norbuprenorphine

Conditions
ConditionsYield
With D-Galactose; Cunninghamella echinulata NRRL 1384 at 28 - 32℃; for 168h; Product distribution / selectivity; Microbiological reaction; Basal fermentation medium;A 55%
B 16.4%
With Maltose; Cunninghamella echinulata NRRL 1384 at 28 - 32℃; for 168h; Product distribution / selectivity; Microbiological reaction; Basal fermentation medium;A 47.2%
B 13.2%
With Sucrose; Cunninghamella echinulata NRRL 1384 at 28 - 32℃; for 168h; Product distribution / selectivity; Microbiological reaction; Basal fermentation medium;A 42.4%
B 12.1%
1352741-85-5

1-[(5α,7α)-3-methoxy-4,5-epoxy-18,19-dihydro-7-[(1S)-1-hydroxy-1,2,2-trimethylpropyl]-6-methoxy-6,14-ethenomorphinan-17-yl]ethanone

A

1352741-86-6

[5α,7α]-17-acetyl-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanolamide

B

22151-78-6, 136232-87-6, 16614-59-8

(S)-2-((4R,4aS,6R,7R,7aR,12bS)-7,9-dimethoxy-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinolin-6-yl)-3,3-dimethylbutan-2-ol

C

78715-23-8

norbuprenorphine

Conditions
ConditionsYield
With potassium hydroxide In diethylene glycol at 170 - 180℃; for 7h; Inert atmosphere;A 42%
B 10%
C 35%
1352741-85-5

1-[(5α,7α)-3-methoxy-4,5-epoxy-18,19-dihydro-7-[(1S)-1-hydroxy-1,2,2-trimethylpropyl]-6-methoxy-6,14-ethenomorphinan-17-yl]ethanone

A

1352741-86-6

[5α,7α]-17-acetyl-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanolamide

B

78715-23-8

norbuprenorphine

Conditions
ConditionsYield
With potassium hydroxide In diethylene glycol at 170 - 180℃; for 7h; Inert atmosphere;A 37%
B 40%

C32H41NO4

78715-23-8

norbuprenorphine

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In methanol at 60℃; under 2068.65 Torr; for 2.5h; Product distribution / selectivity;
1352741-85-5

1-[(5α,7α)-3-methoxy-4,5-epoxy-18,19-dihydro-7-[(1S)-1-hydroxy-1,2,2-trimethylpropyl]-6-methoxy-6,14-ethenomorphinan-17-yl]ethanone

78715-23-8

norbuprenorphine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium hydroxide / diethylene glycol / 7 h / 170 - 180 °C / Inert atmosphere
2: potassium hydroxide / diethylene glycol / 7 h / 170 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium hydroxide / diethylene glycol / 7 h / 170 - 180 °C / Inert atmosphere
2: potassium hydroxide / diethylene glycol / 7 h / 170 °C
View Scheme
1352741-86-6

[5α,7α]-17-acetyl-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanolamide

78715-23-8

norbuprenorphine

Conditions
ConditionsYield
With potassium hydroxide In diethylene glycol at 170℃; for 7h;
With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.666667h; Reagent/catalyst; Inert atmosphere;
22152-80-3, 85080-82-6, 98301-16-7, 98301-77-0, 136232-78-5, 136314-59-5, 16196-70-6

[5α,7α]-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3,6-dimethoxy-α,17-dimethyl-6,14-ethenomorphinan-7-methanol

78715-23-8

norbuprenorphine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper diacetate; palladium diacetate / 1,4-dioxane / 23 h / 80 °C
2: potassium hydroxide / diethylene glycol / 7 h / 170 - 180 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: copper diacetate; palladium diacetate / 1,4-dioxane / 23 h / 80 °C
2: potassium hydroxide / diethylene glycol / 7 h / 170 - 180 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: copper diacetate; palladium diacetate / 1,4-dioxane / 23 h / 80 °C
2: potassium hydroxide / diethylene glycol / 7 h / 170 - 180 °C / Inert atmosphere
3: potassium hydroxide / diethylene glycol / 7 h / 170 °C
View Scheme
Multi-step reaction with 3 steps
1: copper diacetate; palladium diacetate / 1,4-dioxane / 23 h / 80 °C
2: potassium hydroxide / diethylene glycol / 7 h / 170 - 180 °C / Inert atmosphere
3: potassium hydroxide / diethylene glycol / 7 h / 170 °C
View Scheme
Multi-step reaction with 2 steps
1: chloroform / 12 h / Reflux
2: potassium hydroxide / diethylene glycol / 1 h / 100 - 200 °C / Inert atmosphere
View Scheme
7168-66-3

N-nororipavine

78715-23-8

norbuprenorphine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: triethylamine / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
2: toluene / 80 h / 20 - 80 °C / Inert atmosphere
3: tetrahydrofuran; toluene / 3 h / 50 - 60 °C / Inert atmosphere
4: lithium aluminium tetrahydride / tetrahydrofuran / 21 h / 20 - 70 °C / Inert atmosphere
5: hydrogen; palladium 10% on activated carbon; acetic acid / isopropyl alcohol; water; methanol / 144 h / 60 °C / 760.05 Torr
View Scheme
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    TIANFU-CHEM NORBUPRENORPHINE Application:TIANFU-CHEM NORBUPRENORPHINE

    Hangzhou Fenjunchem Co.,Ltd dedicated to the development, production and marketing of chemicals which is specialized in Organic compounds; Active Pharmaceutical Ingredient(s); Nutr

  • Hangzhou Fenjun Chemical Co Ltd.

    China (Mainland)  |  Contact Details

    Business Type:Trading Company

    Tel:+86-0571-56263321

    Address:hangzhou

       Inquiry Now

  • 78715-23-8

  • Casno:

    78715-23-8

    78715-23-8

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0

    Supply top quality products with a reasonable price Application:api

    Hebei Ruishun Trade Co.,Ltd registered capital one million, we have a production of pharmaceutical raw materials, pharmaceutical raw materials factory reagent r&d center, we do

  • Hebei Ruishun Trade Co.,Ltd

    China (Mainland)  |  Contact Details

    Business Type:Trading Company

    Tel:+86-311-68037669

    Address:WanDa commerce building ,yuhua district

       Inquiry Now

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