[(1R,2R,4S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] 2-phenylprop-2-enoate

Base Information

• Chemical Name: [(1R,2R,4S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] 2-phenylprop-2-enoate
• CAS No.: 535-26-2
• Molecular Formula: C17H19NO3
• Molecular Weight: 285.343
• Hs Code.: 2934999090
• European Community (EC) Number: 642-181-4
• Wikidata: Q105129764
• Mol file: 535-26-2.mol

Synonyms:535-26-2;Prestwick_216;A937212;(1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl 2-Phenylprop-2-enoate

Chemical Property of [(1R,2R,4S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] 2-phenylprop-2-enoate

Chemical Property:

• Vapor Pressure: 4.11E-07mmHg at 25°C
• Melting Point: 95-98 °C
• Refractive Index: 1.604
• Boiling Point: 415.5 °C at 760 mmHg
• PKA: 8.03±0.40(Predicted)
• Flash Point: 205.1 °C
• PSA: 42.07000
• Density: 1.25 g/cm³
• LogP: 1.79330
• Storage Temp.: -20°C Freezer
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 285.13649347
• Heavy Atom Count: 21
• Complexity: 439

Purity/Quality:

98%Min ^*data from raw suppliers

Aposcopolamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2CC(CC1C3C2O3)OC(=O)C(=C)C4=CC=CC=C4
• Isomeric SMILES: CN1[C@@H]2CC(CC1[C@H]3[C@@H]2O3)OC(=O)C(=C)C4=CC=CC=C4

Technology Process of [(1R,2R,4S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] 2-phenylprop-2-enoate

There total 5 articles about [(1R,2R,4S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] 2-phenylprop-2-enoate 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: 78.9%

2-Phenyl-acrylic acid (1S,3S,5R)-8-methyl-8-aza-bicyclo[3.2.1]oct-6-en-3-yl ester (83685-15-8) → Aposcopolamin (535-26-2)

Guidance literature:

With dihydrogen peroxide; vanadia; In acetonitrile; at 45 ℃; for 8h;

DOI:10.1016/j.ejmech.2005.12.001

Reference yield:

→ Aposcopolamin (535-26-2)

Guidance literature:

With thionyl chloride;

DOI:10.1021/ja01595a051

Reference yield:

→ 2-phenyl-acrylic acid 9-methyl-(1rN,2tH,4tH,5cN)-3-oxa-9-aza-tricyclo[3.3.1.02,4]non-7t-yl ester (535-26-2)

Guidance literature:

With sulfuric acid; nachfolgend Einw_. von verd. Natronlauge;

upstream raw materials:

2-Phenyl-acrylic acid (1S,3S,5R)-8-methyl-8-aza-bicyclo[3.2.1]oct-6-en-3-yl ester

Downstream raw materials:

2,3-Dihydroxy-2-phenyl-propionic acid (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-aza-tricyclo[3.3.1.0^2,4]non-7-yl ester

(-)-anisodine

2,3-Dihydroxy-2-phenyl-propionsaeure-scopinester

Refernces