Strictamin

Base Information

• Chemical Name: Strictamin
• CAS No.: 6475-05-4
• Molecular Formula: C20H22N2O2
• Molecular Weight: 0
• NSC Number: 180523,180521
• Wikipedia: Strictamine
• Mol file: 6475-05-4.mol

Synonyms:strictamine

Chemical Property of Strictamin

Chemical Property:

• Vapor Pressure: 1.29E-08mmHg at 25°C
• Melting Point: 110-2°C
• Boiling Point: 459.2°C at 760 mmHg
• Flash Point: 231.5°C
• PSA: 41.90000
• Density: 1.37g/cm³
• LogP: 2.22730
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 322.168127949
• Heavy Atom Count: 24
• Complexity: 640

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C1CN2CCC34C(C1CC2C3=NC5=CC=CC=C45)C(=O)OC
• Isomeric SMILES: C/C=C/1\CN2CCC34C(C1CC2C3=NC5=CC=CC=C45)C(=O)OC
• Description: This alkaloid occurs in Rhazya stricta and also in Vinca minor Decaisne. From aqueous EtOH it crystallizes as the monohydrate with m.p. 80-3°C. It has [α]24D+ 103° and gives an ultraviolet spectrum consisting of two absorption maxima at 213 and 262 mfJ.. A methoxycarbonyl group and an alkyl groups are present.

Technology Process of Strictamin

There total 30 articles about Strictamin 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: 100.0%

C26H26ClN3O6S → strictamine (6475-05-4)

Guidance literature:

With caesium carbonate; In acetonitrile; at 65 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jacs.5b12880

Reference yield: 53.0%

C20H24N2O2 → strictamine (6475-05-4)

Guidance literature:

With iodosylbenzene; In dichloromethane; for 0.5h;

DOI:10.1021/acs.orglett.7b02698

Reference yield:

C20H24N2O3 → strictamine (6475-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 3 h / Inert atmosphere

2: iodosylbenzene / dichloromethane / 0.5 h

With triethylsilane; iodosylbenzene; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1021/acs.orglett.7b02698

upstream raw materials:

diazomethane

picrinol

C₁₉H₂₀N₂O

picrinine

Refernces

• 1、 Moreno, Jesus,Picazo, Elias,Morrill, Lucas A.,Smith, Joel M.,Garg, Neil K.. "Enantioselective Total Syntheses of Akuammiline Alkaloids (+)-Strictamine, (-)-2(S)-Cathafoline, and (-)-Aspidophylline A". . p. 1162 - 1165. Retrieved 2016/02/18.
• 2、 De Maindreville,Le Men Oliver,Levy,Le Men. "Alkaloids of Picralima nitida. XI. Derivatives of methyleneindoline, indolenine and indoleninium compounds. X. Conversion of picraline into akuammiline". . p. 131 - 132. Retrieved 2007/10/09.