Dihydroergocristine

Base Information

• Chemical Name: Dihydroergocristine
• CAS No.: 17479-19-5
• Deprecated CAS: 11024-29-6,26913-93-9,26913-93-9
• Molecular Formula: C35H41 N5 O5
• Molecular Weight: 611.741
• European Community (EC) Number: 241-493-4
• UNII: 05D48LUM4Z
• DSSTox Substance ID: DTXSID3046322
• Nikkaji Number: J984I
• Wikipedia: Dihydroergocristine
• Wikidata: Q5276428
• NCI Thesaurus Code: C75938
• RXCUI: 3416
• Pharos Ligand ID: 9MZ5KQTWRZH5
• Metabolomics Workbench ID: 60865
• ChEMBL ID: CHEMBL601773
• Mol file: 17479-19-5.mol

Synonyms:Diertine;Dihydroergocristine;Dihydroergocristine Mesylate;Dihydroergocristine Monomesylate;Enirant;Ergodavur;Mesylate, Dihydroergocristine;Monomesylate, Dihydroergocristine

Chemical Property of Dihydroergocristine

Chemical Property:

• Vapor Pressure: 8.49E-35mmHg at 25°C
• Melting Point: 199℃ (decomposition)
• Boiling Point: 899.3°Cat760mmHg
• PKA: pKa 6.89±0.07(H2O t=24 I≤0.01) (Uncertain)
• Flash Point: 497.7°C
• PSA: 121.70000
• Density: 1.41g/cm³
• LogP: 3.37120
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 611.31076943
• Heavy Atom Count: 45
• Complexity: 1210

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1(C(=O)N2C(C(=O)N3CCCC3C2(O1)O)CC4=CC=CC=C4)NC(=O)C5CC6C(CC7=CNC8=CC=CC6=C78)N(C5)C
• Isomeric SMILES: CC(C)[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)CC4=CC=CC=C4)NC(=O)[C@@H]5C[C@H]6[C@@H](CC7=CNC8=CC=CC6=C78)N(C5)C

Technology Process of Dihydroergocristine

There total 8 articles about Dihydroergocristine 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: 86.0%

ergocristine (511-08-0) → dihydroergocristine (17479-19-5)

Guidance literature:

With methanol; nickel; In 1,4-dioxane; Heating;

Reference yield: 85.8%

dihydroergocristine methane sulfonate (24730-10-7) → dihydroergocristine (17479-19-5)

Guidance literature:

With ammonia; In chloroform; at 20 ℃;

DOI:10.1016/j.molstruc.2015.10.008

Reference yield:

→ dihydroergocristine (17479-19-5)

Guidance literature:

With 1,4-dioxane; palladium; at 60 ℃; under 25742.8 Torr; Hydrogenation;

DOI:10.1002/hlca.19430260633

upstream raw materials:

ergocristine

dihydroergocristine methane sulfonate

Downstream raw materials:

6-demethyl-6-cyano-9,10-dihydroergocristine

1-methyl-6-demethyl-6-propyl-9,10-dihydroergocristine

(6aR,9R,10aR)-9-((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-2-isopropyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-ylcarbamoyl)-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-7-carboxylic acid benzyl ester

[(6aR,9R,10aR)-9-((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-2-isopropyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-ylcarbamoyl)-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-7-yl]-acetic acid ethyl ester

Refernces

• 1、 Mayer,Eich. "Raney nickel catalysed transfer hydrogenation: A method to prepare ergot alkaloids saturated in ring D". . p. 537 - 538. Retrieved 2007/10/02.