9,10-Dihydrolysergic acid

Base Information

• Chemical Name: 9,10-Dihydrolysergic acid
• CAS No.: 5878-43-3
• Molecular Formula: C16H18N2O2
• Molecular Weight: 270.331
• European Community (EC) Number: 227-551-1
• UNII: CT5L8OXT9Q
• Nikkaji Number: J218.119C
• Wikidata: Q27275753
• Mol file: 5878-43-3.mol

Synonyms:9,10-dihydrolysergic acid

Chemical Property of 9,10-Dihydrolysergic acid

Chemical Property:

• Melting Point: 300 °C
• Boiling Point: 517.3 °C at 760 mmHg
• PKA: 3.81±0.20(Predicted)
• Flash Point: 266.6 °C
• PSA: 56.33000
• Density: 1.31 g/cm³
• LogP: 2.15040
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 270.136827821
• Heavy Atom Count: 20
• Complexity: 413

Purity/Quality:

98% ^*data from raw suppliers

9,10-Dihydrolysergic acid ^*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)C(=O)O
• Isomeric SMILES: CN1C[C@@H](C[C@H]2[C@H]1CC3=CNC4=CC=CC2=C34)C(=O)O

Technology Process of 9,10-Dihydrolysergic acid

There total 58 articles about 9,10-Dihydrolysergic acid 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: 93.0%

Dihydroergocryptine (25447-66-9) → 9,10-dihydrolysergic acid (5878-43-3)

Guidance literature:

With sodium dithionite; sodium hydroxide; In water; for 4h; Reflux;

DOI:10.1039/c3ra43417f

Reference yield: 71.0%

9,10-dihydrolysergic acid methyl ester (3006-19-7,5143-94-2,35470-53-2,77842-02-5,87247-99-2,96648-31-6,96648-32-7) → 9,10-dihydrolysergic acid (5878-43-3)

Guidance literature:

With sodium hydroxide; In methanol; water; for 3h;

DOI:10.1021/ml3003814

Reference yield: 1.3%

9,10-dihydroergocristine methanesulphonate → dihydrolysergyldehydrovaline azalactam (88299-13-2) + dihydrolysergyldehydrovaline methyl ester (88299-12-1) + (3S,8aS)-3-benzyloctahydropyrrolo[1,2-a]pyrazine-1,4-dione (5654-85-3,14705-60-3,26488-24-4,32021-26-4,43041-16-3,43041-30-1,3705-26-8) + 9,10-dihydrolysergic acid (5878-43-3)

Guidance literature:

at 190 ℃; for 0.5h; Further byproducts given;

upstream raw materials:

rac-9,10-dihydrolysergic acid

(+/-)-lysergic acid

#rac-ergoline-8α-carboxylic acid methyl ester

methyl (6aRS,9SS,10aSR)-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo<4,3-fg>quinoline-9-carboxylate

Downstream raw materials:

(6aS,9S)-7-Methyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid [(S)-1-((3S,8aS)-3-benzyl-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2-carbonyl)-2-methyl-propyl]-amide

9,10-dihydrolysergic acid methyl ester

(6aR,9R,10aR)-4-Benzyl-7-methyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid

6-methyl-ergoline-8-carboxylic acid amide