Convolvine

Base Information

• Chemical Name: Convolvine
• CAS No.: 537-30-4
• Molecular Formula: C16H21NO4
• Molecular Weight: 291.347
• Hs Code.: 2933990090
• European Community (EC) Number: 814-109-3
• NSC Number: 129222
• DSSTox Substance ID: DTXSID30968462
• Wikidata: Q27106224
• Metabolomics Workbench ID: 68446
• Mol file: 537-30-4.mol

Synonyms:Convolvine;537-30-4;8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate;8-Azabicyclo[3.2.1]oct-3-yl 3,4-dimethoxybenzoate;Convolvin;Veratroylnortropine;ST023278;Veratric acid, 3.alpha.-nortropanyl ester;ChemDiv2_002222;Oprea1_486207;CHEBI:3870;DTXSID30968462;HDLNHIIKSUHARQ-UHFFFAOYSA-N;HMS1375E22;NSC129222;STK676741;AKOS005224297;FS-6676;NSC-129222;FT-0724889;SR-01000530605;SR-01000530605-1;Q27106224;8-Azabicyclo[3.2.1]oct-3-yl 3,4-dimethoxybenzoate #;Benzoic acid,4-dimethoxy-, 8-azabicyclo[3.2.1]oct-3-yl ester, endo-

Chemical Property of Convolvine

Chemical Property:

• Vapor Pressure: 2.18E-07mmHg at 25°C
• Melting Point: 114-115 °C
• Boiling Point: 423.8°Cat760mmHg
• PKA: 10.03±0.40(Predicted)
• Flash Point: 210.1°C
• PSA: 56.79000
• Density: 1.21g/cm³
• LogP: 2.47240
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 291.14705815
• Heavy Atom Count: 21
• Complexity: 363

Purity/Quality:

98%min ^*data from raw suppliers

Convolvine ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(=O)OC2CC3CCC(C2)N3)OC

Technology Process of Convolvine

There total 6 articles about Convolvine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

2,2,2-trichloroethyl 3-[(3,4-dimethoxybenzoyl)oxy]-8-azabicyclo[3.2.1]octane-8-carboxylate → 8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate (537-30-4,307974-65-8)

Guidance literature:

With acetic acid; zinc; at 80 ℃; for 2h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0039-1690238

Reference yield:

Veratric acid (93-07-2) → 8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate (537-30-4,307974-65-8)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / 5 h / 20 °C

2: triethylamine; dmap / dichloromethane / 12 h / 20 °C / Inert atmosphere

3: toluene / 4 h / 140 °C / Schlenk technique; Inert atmosphere; Microwave irradiation; Sealed tube

4: zinc; acetic acid / 2 h / 80 °C / Schlenk technique; Inert atmosphere; Sealed tube

With dmap; thionyl chloride; acetic acid; triethylamine; zinc; In dichloromethane; toluene;

DOI:10.1055/s-0039-1690238

Reference yield:

8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate (500-56-1) → 8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate (537-30-4,307974-65-8)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 4 h / 140 °C / Schlenk technique; Inert atmosphere; Microwave irradiation; Sealed tube

2: zinc; acetic acid / 2 h / 80 °C / Schlenk technique; Inert atmosphere; Sealed tube

With acetic acid; zinc; In toluene;

DOI:10.1055/s-0039-1690238

upstream raw materials:

convoline

Veratric acid

8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3,4-dimethoxybenzoate

3,4-dimethoxybenzoic acid chloride

Downstream raw materials:

convosine

convoline

nortropine