cis-Cinnamoylcocaine

Base Information

• Chemical Name: cis-Cinnamoylcocaine
• CAS No.: 50763-21-8
• Molecular Formula: C19H23NO4
• Molecular Weight: 329.396
• UNII: R3M4L88DXV
• Nikkaji Number: J2.314.664I
• Wikidata: Q27287749
• Mol file: 50763-21-8.mol

Synonyms:cis-Cinnamoylcocaine;Cinnamoylcocaine, (Z)-;R3M4L88DXV;50763-21-8;methyl (1R,2R,3S,5S)-8-methyl-3-[(Z)-3-phenylprop-2-enoyl]oxy-8-azabicyclo[3.2.1]octane-2-carboxylate;8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 8-methyl-3-(((2Z)-1-oxo-3-phenyl-2-propen-1-yl)oxy)-, methyl ester, (1R,2R,3S,5S)-;8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 8-methyl-3-(((2Z)-1-oxo-3-phenyl-2-propenyl)oxy)-, methyl ester, (1R,2R,3S,5S)-;(Z)-cinnamoylcocaine;UNII-R3M4L88DXV;Q27287749;8-AZABICYCLO(3.2.1)OCTANE-2-CARBOXYLIC ACID, 8-METHYL-3-((1-OXO-3-PHENYL-2-PROPENYL)OXY)-, METHYL ESTER, (1R-(1.ALPHA.,2.ALPHA.,3.ALPHA.(Z),5.ALPHA.))-;8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 8-methyl-3-((1-oxo-3-phenyl-2-propenyl)oxy)-, methyl ester, (1R-(1alpha,2alpha,3alpha(Z),5alpha))-

Chemical Property of cis-Cinnamoylcocaine

Chemical Property:

• PSA: 55.84000
• LogP: 2.20520
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 329.16270821
• Heavy Atom Count: 24
• Complexity: 498

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2CCC1C(C(C2)OC(=O)C=CC3=CC=CC=C3)C(=O)OC
• Isomeric SMILES: CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)/C=C\C3=CC=CC=C3)C(=O)OC

Technology Process of cis-Cinnamoylcocaine

There total 2 articles about cis-Cinnamoylcocaine 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:

cinnamoyl chloride (102-92-1,17082-09-6) → (1R)-3exo-trans-cinnamoyloxy-tropane-2endo-carboxylic acid methyl ester (521-67-5,50763-20-7,50763-21-8)

Guidance literature:

at 150 - 160 ℃;

Reference yield:

ecgonine (481-37-8) → cis-cinnamoylcocaine (50763-21-8)

Guidance literature:

With water; Behandeln des Reaktionsprodukts mit methylalkoholischer Salzsaeure;

Reference yield:

cis-cinnamoylcocaine (50763-21-8) → methanol (67-56-1) + cis-cinnamic acid (140-10-3,621-82-9,102-94-3) + ecgonine (481-37-8)

Guidance literature:

upstream raw materials:

ecgonine

cinnamoyl chloride

Downstream raw materials:

methanol

cis-cinnamic acid

ecgonine