(2R,3R,5R,11S)-3,11-Methanoaspidofractinin-22-one

Base Information

• Chemical Name: (2R,3R,5R,11S)-3,11-Methanoaspidofractinin-22-one
• CAS No.: 6662-83-5
• Molecular Formula: C20H22N2O
• Molecular Weight: 306.4
• Mol file: 6662-83-5.mol

Synonyms:kopsan-22-one;

Chemical Property of (2R,3R,5R,11S)-3,11-Methanoaspidofractinin-22-one

Chemical Property:

• Vapor Pressure: 7.77E-11mmHg at 25°C
• Melting Point: 284-5°C
• Boiling Point: 518°C at 760 mmHg
• Flash Point: 267.1°C
• PSA: 32.34000
• Density: 1.39g/cm³
• LogP: 2.64160

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: This alkaloid from Vinca erecta Rgl. et Schmalh does not appear to be identical with that isolated from Aspidosperma duckei Hub. and A. macrocarpa Mart. This base is reported to have a specific rotation of [C\' 1 D + 98.6° (c 0.18, CHCI3). The structure has been assigned on the basis of chemical and spectroscopic evidence.

Technology Process of (2R,3R,5R,11S)-3,11-Methanoaspidofractinin-22-one

There total 6 articles about (2R,3R,5R,11S)-3,11-Methanoaspidofractinin-22-one 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: 66.0%

C20H24N2O (3901-69-7,6582-68-9,24992-91-4) → (+/-)-kopsanone (6662-83-5,84960-64-5)

Guidance literature:

With N-cyclohexyl-N'-(2-morpholinoethyl)carbodiimide para-toluenesulfonate; In dimethyl sulfoxide;

DOI:10.1021/ja00345a081

Reference yield:

kopsanol (3901-69-7,6582-68-9,24992-91-4) → (+/-)-kopsanone (6662-83-5,84960-64-5)

Guidance literature:

With pyridine; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; trifluoroacetic acid; In dimethyl sulfoxide; benzene; at 60 ℃; for 1h; Yield given;

DOI:10.1021/ja00319a034

Reference yield:

C27H26N2O5S (84960-73-6,97202-80-7) → (+/-)-kopsanone (6662-83-5,84960-64-5)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄

2: 66 percent / 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide tosylate / dimethylsulfoxide

With lithium aluminium tetrahydride; N-cyclohexyl-N'-(2-morpholinoethyl)carbodiimide para-toluenesulfonate; In dimethyl sulfoxide;

DOI:10.1021/ja00345a081

upstream raw materials:

kopsanol

1-<(p-methoxyphenyl)sulfonyl>-10,22-dioxokopsane

C₂₀H₂₄N₂O

C₂₇H₂₆N₂O₅S