Elymoclavin

Base Information

• Chemical Name: Elymoclavin
• CAS No.: 548-43-6
• Molecular Formula: C16H18 N2 O
• Molecular Weight: 254.332
• NSC Number: 109431
• Wikidata: Q110078873
• Mol file: 548-43-6.mol

Synonyms:Elymoclavin;Ergoline-8-methanol, 8,9-didehydro-6-methyl-;Elimoclavin;NSC-109431;DAVNRFCJMIONPO-UHFFFAOYSA-N;NSC109431;LS-64435;Ergoline-8-methanol,9-didehydro-6-methyl-;(6-Methyl-8,9-didehydroergolin-8-yl)methanol #

Chemical Property of Elymoclavin

Chemical Property:

• Vapor Pressure: 1.47E-09mmHg at 25°C
• Melting Point: 251°C (rough estimate)
• Refractive Index: 1.6240 (estimate)
• Boiling Point: 468°Cat760mmHg
• PKA: 14?+-.0.10(Predicted)
• Flash Point: 236.8°C
• PSA: 39.26000
• Density: 1.247g/cm³
• LogP: 1.97820
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly, Sonicated)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 254.141913202
• Heavy Atom Count: 19
• Complexity: 394

Purity/Quality:

99%min ^*data from raw suppliers

ELYMOCLAVINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC(=CC2C1CC3=CNC4=CC=CC2=C34)CO
• Uses: Elymoclavin is an ergot alkaloid in Morning Glory cultivars.

Technology Process of Elymoclavin

There total 21 articles about Elymoclavin 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: 95.0%

(6aR,10aR)-9-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methyl-4,6,6a,7,8,10a-hexahydro-indolo[4,3-fg]quinoline (1027016-28-9) → elymoclavine (548-43-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In ethanol; at 20 ℃; for 48h;

DOI:10.1021/acs.orglett.7b01681

Reference yield: 94.0%

(3β)-2,3-Dihydroelymoclavine (91106-36-4) → (+/-)-Elymoclavine (548-43-6,91106-37-5)

Guidance literature:

With indole; benzeneseleninic anhydride; In tetrahydrofuran; at 40 ℃; for 1.5h;

Reference yield: 90.0%

agroclavine (548-42-5,194346-16-2) → elymoclavine (548-43-6)

Guidance literature:

for 168h; fermentative bioconversion by Ca-alginate immibilized cells of submerged cultures of C_. fusiformis W₁;

upstream raw materials:

agroclavine

L-methionine

D,L-mevalonic acid

Trp

Downstream raw materials:

((6aR,9S)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinolin-9-yl)methanol

lysergol

Pyroclavin

C₄₄H₄₀N₂O₉

Refernces

• 1、 Lv, Jianbo,Wang, Bin,Yuan, Kuo,Wang, Yuan,Jia, Yanxing. "Regioselective Direct C-4 Functionalization of Indole: Total Syntheses of (-)-Agroclavine and (-)-Elymoclavine". . p. 3664 - 3667. Retrieved 2017/07/15.
• 2、 Kozikowski, Alan P.,Okita, Makoto,Kobayashi, Motomasa,Floss, Heinz G.. "Probing Ergot Alkaloid Biosynthesis: Synthesis and Feeding of a Proposed Intermediate along the Biosynthetic Pathway. A New Amidomalonate for Tryptophan Elaboration". . p. 863 - 869. Retrieved 2007/10/02.