Salicylmethylecgonine

Base Information

• Chemical Name: Salicylmethylecgonine
• CAS No.: 89339-17-3
• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.357
• UNII: K8J4W658QK
• Nikkaji Number: J506.575E
• Wikipedia: Salicylmethylecgonine
• Wikidata: Q7404462
• Mol file: 89339-17-3.mol

Synonyms:Salicylmethylecgonine;2'-hydroxy Cocaine;89339-17-3;methyl (1R,2R,3S,5S)-3-(2-hydroxybenzoyl)oxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate;(1R,2R,3S,5S)-3-[(2-hydroxybenzoyl)oxy]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylicacid,methylester;(1R,2R,3S,5S)-3-((2-Hydroxybenzoyl)oxy)-8-methyl-8-azabicyclo(3.2.1)octane-2-carboxylicacid,methylester;SCHEMBL20604700;PD043875;Q7404462;(1R,2R,3S,5S)-3-(2-Hydroxybenzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Chemical Property of Salicylmethylecgonine

Chemical Property:

• Boiling Point: 416.2±45.0 °C(Predicted)
• Density: 1.30±0.1 g/cm3(Predicted)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 319.14197277
• Heavy Atom Count: 23
• Complexity: 468

Purity/Quality:

99% ^*data from raw suppliers

o-Hydroxycocaine solution 1.0 mg/mL in acetonitrile, certified reference material, ampule of 1 mL ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C2CCC1C(C(C2)OC(=O)C3=CC=CC=C3O)C(=O)OC
• Isomeric SMILES: CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)C3=CC=CC=C3O)C(=O)OC

Technology Process of Salicylmethylecgonine

There total 4 articles about Salicylmethylecgonine 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: 94.0%

3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester (192648-66-1) → 3β-[(2`-hydroxybenzoyl)oxy]-1R-(exo,exo)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester (89339-17-3)

Guidance literature:

With hydrogenchloride; In methanol; for 48h; Heating;

Reference yield:

ecgonine hydrochloride (5796-31-6) → 3β-[(2`-hydroxybenzoyl)oxy]-1R-(exo,exo)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester (89339-17-3)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl gas

2: Et₃N / benzene / 40 °C

3: 94 percent / HCl gas / methanol / 48 h / Heating

With hydrogenchloride; triethylamine; In methanol; benzene;

Reference yield:

methyl ecgonine (7143-09-1) → 3β-[(2`-hydroxybenzoyl)oxy]-1R-(exo,exo)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester (89339-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / benzene / 40 °C

2: 94 percent / HCl gas / methanol / 48 h / Heating

With hydrogenchloride; triethylamine; In methanol; benzene;

upstream raw materials:

3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester

ecgonine hydrochloride

methyl ecgonine

Cocaine

Refernces