185099-67-6

Basic information

• Product Name: N-Boc-Nortropinone
• Synonyms: BOC-NORTROPINONE;BOC-NTP;8-BOC-8-AZABICYCLO[3.2.1]OCTAN-3-ONE;8-AZABICYCLO[3.2.1]OCTAN-3-ONE, N-BOC PROTECTED;N-BOC-NORTROPINONE;TERT-BUTYL 3-OXO-8-AZABICYCLO[3.2.1]OCTANE-8-CARBOXYLATE;RARECHEM EM WB 0263;N-(tert-Butoxycarbonyl)nortropinone
• CAS NO: 185099-67-6
• Molecular Formula: C₁₂H₁₉NO₃
• Molecular Weight: 225.28
• EINECS: 1592732-453-0
• Product Categories: pharmacetical;Heterocyclic Compounds;Heterocycle;Various Intermediates;Heterocycles;Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals;Fused Ring Systems
• Mol File: 185099-67-6.mol
• Article Data: 59

Chemical Properties

• Melting Point: 70-74 °C
• Boiling Point: 325.8 °C at 760 mmHg
• Flash Point: 150.8 °C
• Appearance: off-white solid
• Density: 1.139 g/cm³
• Vapor Pressure: 0.000225mmHg at 25°C
• Refractive Index: 1.507
• Storage Temp.: Store at 0-5°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: -1.65±0.20(Predicted)
• CAS DataBase Reference: N-Boc-Nortropinone(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-Nortropinone(185099-67-6)
• EPA Substance Registry System: N-Boc-Nortropinone(185099-67-6)

Safety Data

• Hazard Codes: Xi
• Statements: 41-36/37/38
• Safety Statements: 26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 185099-67-6(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 185099-67-6 differently. You can refer to the following data:
1. N-Boc-Nortropinone is a 8-azabicyclo[3.2.1]octane derivative useful as opioid receptor modulator.
2. A 8-azabicyclo[3.2.1]octane derivative useful as opioid receptor modulator.

InChI:InChI=1/C12H19NO3/c1-12(2,3)16-11(15)13-8-4-5-9(13)7-10(14)6-8/h8-9H,4-7H2,1-3H3

Upstream product

• 532-24-1 tropinone 
• 24424-99-5 di-tert-butyl dicarbonate 
• 542-05-2 acetonedicarboxylic acid 
• 638-37-9 butanedial 
• 28957-72-4 N-benzylnortropinone 
• 34619-03-9 tert-butyldicarbonate 
• 478837-18-2 3-exo-hydroxy-8-azabicyclo[3.2.1]octane-8carboxylic acid tert-butyl ester 
• 5632-84-8 8-azabicyclo[3.2.1]octan-3-one 
• 532-24-1 tropinone 
• 50893-53-3 carbonochloridic acid 1-chloro-ethyl ester 
• 28957-72-4 N-benzyltropinone 
• 25602-68-0 3-oxo-8-azabicyclo[3.2.1]octane hydrochloride 
• 5632-84-8 nortropinone 
• 5176-27-2 N-tert-butyloxycarbonyl-pyrrole 

Downstream Products

• 865106-60-1 tert-butyl 3-(2-ethoxy-2-oxoethylidene)-8-azabicyclo[3.2.1]octane-8-carboxylate 
• 744183-20-8 tert-butyl (1R,3s,5S)-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate 
• 207405-68-3 tert-butyl 3-endo-amino-8-azabicyclo[3.2.1]octane-8-carboxylate 
• 185099-68-7 tert‐butyl 3‐(trifluoromethanesulfonyloxy)‐8‐azabicyclo[3.2.1]oct‐2‐ene‐8‐carboxylate 
• 1065219-96-6 endo-8-tert-butoxycarbonyl-3-(4-methylthiophenyl)-8-azabicyclo[3.2.1]octan-3-ol 
• 273207-57-1 tert-butyl 3-methylene-8-azabicyclo[3.2.1]octane-8-carboxylate 
• 257628-75-4 3-{2-[(2-Iodo-phenyl)-(2,2,2-trifluoro-acetyl)-amino]-ethylidene}-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester 
• 900503-43-7 3-(8-tert-butoxycarbonyl-8-azabicyclo[3.2.1]oct-2-en-3-yl)-1H-indole-2-carboxylic acid ethyl ester 
• 900503-41-5 3-(2-methoxycarbonyl-4-nitro-phenyl)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid tert-butyl ester 
• 900503-37-9 3-(4-methoxyphenyl)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid tert-butyl ester 
• 900503-38-0 3-p-tolyl-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid tert-butyl ester 
• 900503-45-9 3-benzyl-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid tert-butyl ester 
• 900503-42-6 3-pyridin-2-yl-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid tert-butyl ester 

Relevant articles and documents

Retro-aza-Michael reaction in continuous flow. Approaches to synthesis of adaline and euphococcinine related products

A retro-aza-Michael ring opening reaction of tropinone and granatanone (pseudopelletierine) in flow setup was investigated and the resulting products were utilized as key intermediates in approaches to adaline and its analogues. The enantioselective flow-reaction gave products of ring opening of granatanone with enantiopurity up to 98% ee. Attempts to elaborate the retro-aza-Michael product to alkaloids are described. Lithiated carbamate derivative of tropane was converted to a tropane analogue of euphococcinine, an adaline related alkaloid (a methyl and tropane homologue of adaline 19). Reactivity of the retro-aza-Michael product under Morita-Baylis-Hillman conditions was also briefly investigated.

Decarboxylative Oxygenation via Photoredox Catalysis

The direct conversion of aliphatic carboxylic acids to their dehomologated carbonyl analogues has been accomplished through photocatalytic decarboxylative oxygenation. This transformation is applicable to an array of carboxylic acid motifs, producing ketones, aldehydes, and amides in excellent yields. Preliminary results demonstrate that this methodology is further amenable to aldehyde substrates via in situ oxidation to the corresponding acid and subsequent decarboxylative oxygenation. We have exploited this strategy for the sequential oxidative dehomologation of linear aliphatic chains.

CHROMEN-4-ONE DERIVATIVES FOR THE TREATMENT AND PROPHYLAXIS OF HEPATITIS B VIRUS DISEASE

The present invention provides novel compounds having the general formula (I) wherein R1 to R6, and m are as described herein, compositions including the compounds and methods of using the compounds.