64069-63-2

Basic information

• Product Name: (R)-α-(Hydroxymethyl)benzeneacetic acid (1β,2α,4α,5β)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7α-yl ester
• Synonyms: (R)-α-(Hydroxymethyl)benzeneacetic acid (1β,2α,4α,5β)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7α-yl ester
• CAS NO: 64069-63-2
• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 303.356
• Mol File: 64069-63-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 460.3°Cat760mmHg
• Flash Point: 232.2°C
• Appearance: /
• Density: 1.31g/cm³
• CAS DataBase Reference: (R)-α-(Hydroxymethyl)benzeneacetic acid (1β,2α,4α,5β)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7α-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-α-(Hydroxymethyl)benzeneacetic acid (1β,2α,4α,5β)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7α-yl ester(64069-63-2)
• EPA Substance Registry System: (R)-α-(Hydroxymethyl)benzeneacetic acid (1β,2α,4α,5β)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7α-yl ester(64069-63-2)

Safety Data

• Hazardous Substances Data: 64069-63-2(Hazardous Substances Data)

Usage

General Description

The chemical "(R)-α-(Hydroxymethyl)benzeneacetic acid (1β,2α,4α,5β)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7α-yl ester" is a complex compound with a combination of hydroxymethylbenzeneacetic acid and a tricyclic structure. It is an ester derivative with a unique configuration of carbon and hydrogen atoms, which gives it specific chemical properties. (R)-α-(Hydroxymethyl)benzeneacetic acid (1β,2α,4α,5β)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7α-yl ester may have potential applications in pharmaceuticals, as its structure suggests it may have biological activity or binding affinity to specific receptors or enzymes. Its rigid tricyclic structure and the presence of a benzene ring make it an interesting subject for further research in medicinal chemistry and drug development.

Upstream product

• 17659-49-3 (-)-Anisodamine 
• 30286-75-0 oxytropium bromide 
• 22150-33-0 (αS)-α-(hydroxymethyl)benzeneacetic acid (endo)-8-methyl8-azabicyclo[3.2.1]oct-6-en-3-yl ester 
• 114-49-8 hyoscine hydrobromide 
• 51-34-3 scopolamine 
• 1001339-24-7 methyl 3-hydroxy-8-azabicyclo[3.2.1]oct-6-ene-8-carboxylate 
• 60873-19-0 (1R,5R,6S)-6-Hydroxy-8-methyl-8-aza-bicyclo[3.2.1]octan-3-one 
• 61727-51-3 8-methyl-8-azaspiro[bicyclo[3.2.1]octane-3,2′-[1,3]dioxolan]-6-ol 
• 20513-09-1 (1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]oct-6-en-3-ol 
• 37504-67-9 α-[(acetyloxy)methyl]benzeneacetic acid 
• 14510-37-3 3-acetoxy-2-phenyl-propionyl chloride 
• 475199-31-6 Scopolamin 

Downstream Products

• 17812-50-9 8ξ-ethyl-6exo,7exo-epoxy-8ξ-methyl-L-3-tropoyloxy-nortropanium; iodide 
• 7110-59-0 7t-(3-hydroxy-2-phenyl-propionyloxy)-9,9-dimethyl-(1rN,2tH,4tH,5cN)-3-oxa-9-aza-tricyclo[3.3.1.0^2,4]nonanium; iodide 
• 529-64-6 Tropic acid 
• 16202-15-6 (S)-tropic acid 
• 487-27-4 (+/-)-scopoline 
• 498-45-3 scopine 
• 51-34-3 (+/-)-scopolamine 
• 97-75-6 9-methyl-9-oxy-3-oxa-9-azatricyclo[3.3.1.0(2,4)]non-7-yl-3'-hydroxy-2'-phenyl propanoate 
• 866926-81-0 2-phenyl-3-sulfooxy-propionic acid-(6,7-epoxy-tropan-3-yl ester) 
• 55855-46-4 3-hydroxy-2-phenyl-propionic acid 9-nitroso-(1rN,2cH,4cH,5cN)-3-oxa-9-aza-tricyclo[3.3.1.0^2,4]non-7c-yl ester 
• 51598-35-7 9ξ-cyclobutylmethyl-7t-((S)-3-hydroxy-2-phenyl-propionyloxy)-9ξ-methyl-(1rN,2tH,4tH,5cN)-3-oxa-9-aza-tricyclo[3.3.1.0^2,4]nonanium; bromide 
• 51598-34-6 9ξ-(2-cyclopropyl-ethyl)-7t-((S)-3-hydroxy-2-phenyl-propionyloxy)-9ξ-methyl-(1rN,2tH,4tH,5cN)-3-oxa-9-aza-tricyclo[3.3.1.0^2,4]nonanium; bromide 
• 51598-61-9 7t-((S)-3-hydroxy-2-phenyl-propionyloxy)-9ξ-methyl-9ξ-(2-methyl-cyclopropylmethyl)-(1rN,2tH,4tH,5cN)-3-oxa-9-aza-tricyclo[3.3.1.0^2,4]nonanium; bromide 
• 51598-63-1 7t-((S)-3-hydroxy-2-phenyl-propionyloxy)-9ξ-methyl-9ξ-(3-methyl-but-2-enyl)-(1rN,2tH,4tH,5cN)-3-oxa-9-aza-tricyclo[3.3.1.0^2,4]nonanium; bromide 

Relevant articles and documents

6β-HYDROXYHYOSCYAMINE EPOXIDASE FROM CULTURED ROOTS OF HYOSCYAMUS NIGER

Enzyme preparations from cultured roots of Hyoscyamus niger converted 6β-hydroxyhyoscyamine to scopolamine in the presence of the co-factors required by 2-oxoglutarate-dependent dioxygenases, i.e. 2-oxoglutarate, ferrous ion and ascorbate.The epoxidase, a soluble enzyme, requires molecular oxygen for the reaction.Incubations with 6β-hydroxyhyoscyamine and 6β-hydroxyhyoscyamine as substrates demonstrated that the epoxidation reaction proceeds with retention of the 6β-hydroxy oxygen and with loss of the 7β-hydrogen.The epoxidase activity found under the optimal reaction conditions studied was considerably lower than the activity of hyoscyamine 6β-hydroxylase in cultured roots, and the two activities could not be separated during partial purification.The function of this epoxidase in scopolamine biosynthesis is discussed in relation to hyoscyamine 6β-hydroxylase. - Keywords: Hyoscyamus niger; Solanaceae; biosynthesis; tropane alkaloids; 6β-hydroxyhyoscyamine; scopolamine; epoxidase.

Buscopan labeled with carbon-14 and deuterium

Hyosine butyl bromide, the active ingredient in Buscopan, is an anticholinergic and antimuscarinic drug used to treat pain and discomfort caused by abdominal cramps. A straightforward synthesis of carbon-14– and deuterium-labeled Buscopan was developed using scopolamine, n-butyl-1-14C bromide, and n-butyl-2H9 bromide, respectively. In a second carbon-14 synthesis, the radioactive carbon was incorporated in the tropic acid moiety to follow its metabolism. Herein, we describe the detailed preparations of carbon-14– and deuterium-labeled Buscopan.

Total Synthesis of (±)-Scopolamine: Challenges of the Tropane Ring

Scopolamine was synthesized using 6,7-dehydrotropine as a key intermediate. Rhodium-catalyzed [4 + 3] cycloaddition chemistry and a modified Robinson-Sch?pf reaction were each independently evaluated for their utility in constructing the tropane core. Both synthetic approaches gave comparable overall yields.