Norscopolamine

Base Information

• Chemical Name: Norscopolamine
• CAS No.: 4684-28-0
• Molecular Formula: C16H19NO4
• Molecular Weight: 289.331
• Hs Code.: 2933991200
• European Community (EC) Number: 225-139-6
• Nikkaji Number: J297.886E
• Wikipedia: Norscopolamine
• Mol file: 4684-28-0.mol

Synonyms:(S)-norscopolamine;norscopolamine

Chemical Property of Norscopolamine

Chemical Property:

• Boiling Point: 474.7°Cat760mmHg
• PKA: 14.11±0.10(Predicted)
• Flash Point: 240.9°C
• PSA: 71.09000
• Density: 1.34g/cm³
• LogP: 0.90470
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 289.13140809
• Heavy Atom Count: 21
• Complexity: 393

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

NorScopolamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC2C3C(C1N2)O3)OC(=O)C(CO)C4=CC=CC=C4
• Isomeric SMILES: C1[C@@H]2[C@@H]3[C@@H](O3)[C@@H](N2)CC1OC(=O)C(CO)C4=CC=CC=C4
• Uses: Scopolamine (S200000) metabolite.

Technology Process of Norscopolamine

There total 10 articles about Norscopolamine 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: 83.0%

scopolamine (51-34-3,138-12-5,64069-63-2,124917-17-5) → Norscopolamine (4684-28-0)

Guidance literature:

With sodium perchlorate; water; for 3h; Electrochemical reaction; Green chemistry;

DOI:10.1039/d0gc00851f

Reference yield:

hyoscine hydrobromide (114-49-8) → Norscopolamine (4684-28-0)

Guidance literature:

With potassium permanganate; potassium carbonate;

DOI:10.1002/jlac.19697290119

Reference yield:

9-methyl-3-oxa-9-azatricyclo[3.3.1.0(2,4)]non-7-yl-3'-(acetyloxy)-2'-phenyl propanoate (6820-79-7) → Norscopolamine (4684-28-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 81.2 percent / toluene / 1.) 5 h, RT; 2.) 4 d, RT

2: H₂O / 1 h / 93 °C

3: 1.) 36percent HCl; 2.) NaOH / 1.) H₂O, 2 h, RT; 2.) H₂O, 10 deg C to 15 deg C

With hydrogenchloride; sodium hydroxide; water; In toluene;

upstream raw materials:

hyoscine hydrobromide

(S)-3-acetoxy-2-phenyl-propionic acid (1rN,2tH,4tH,5cN)-3-oxa-9-aza-tricyclo[3.3.1.0^2,4]non-7t-yl ester

(-)-N-Chlorformyl-O-acetylnorscopolamin

(S)-3-hydroxy-2-phenyl-propionic acid 9-formyl-(1rN,2tH,4tH,5cN)-3-oxa-9-aza-tricyclo[3.3.1.0^2,4]non-7t-yl ester; hydrochloride

Downstream raw materials:

(-)-N-(iminomethyl)norscopolamine hydrochloride

(-)-Azoniaspiro-(norscopolamin-8,1'-pyrrolidin)-bromid

(S)-3-hydroxy-2-phenyl-propionic acid 9-propylcarbamoyl-(1rN,2tH,4tH,5cN)-3-oxa-9-aza-tricyclo[3.3.1.0^2,4]non-7t-yl ester

7t-((S)-3-hydroxy-2-phenyl-propionyloxy)-(1rN,2tH,4tH,5cN)-spiro[3-oxa-9-aza-tricyclo[3.3.1.0^2,4]nonanium-9,1'-piperidinium]; bromide