Uncarine B

Base Information

• Chemical Name: Uncarine B
• CAS No.: 6883-35-8
• Molecular Formula: C21H24N2O4
• Molecular Weight: 368.42626
• DSSTox Substance ID: DTXSID601100104
• Nikkaji Number: J15.587J
• Wikidata: Q27155147
• Mol file: 6883-35-8.mol

Synonyms:Uncarine B;Formosamine;6883-35-8;Formosanine;Formosanan-16-carboxylic acid, 19-methyl-2-oxo-, methyl ester, (19beta)-;methyl (1R,4aS,5aS,6R,10aR)-1-methyl-2'-oxospiro[1,4a,5,5a,7,8,10,10a-octahydropyrano[3,4-f]indolizine-6,3'-1H-indole]-4-carboxylate;CHEBI:81202;DTXSID601100104;C17594;Q27155147;Methyl (1'R,3R,4'aS,5'aS,10'aR)-1,2,5',5'a,7',8',10',10'a-octahydro-1'-methyl-2-oxospiro[3H-indole-3,6'(4'aH)-[1H]pyrano[3,4-f]indolizine]-4'-carboxylate

Chemical Property of Uncarine B

Chemical Property:

• Melting Point: 216-7°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 368.17360725
• Heavy Atom Count: 27
• Complexity: 692

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C2CN3CCC4(C3CC2C(=CO1)C(=O)OC)C5=CC=CC=C5NC4=O
• Isomeric SMILES: C[C@@H]1[C@H]2CN3CC[C@]4([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)C5=CC=CC=C5NC4=O
• Description: A further constituent of various Uncaria species, this alkaloid is stereoisomeric with the preceding alkaloid. It crystallizes from EtOH in colourless needles or plates and has [α]D + 91.3°. The hydrochloride forms colourless columns of the dihydrate, m.p. 227 _8°C (dec.) and the methiodide yields transparent plates, m.p. 214°C (dec.). The N-acetyl derivative has also been prepared, m.p. 165°C.

Technology Process of Uncarine B

There total 8 articles about Uncarine B 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:

→ Mitraphyllin (509-80-8,4697-68-1,4963-01-3,5171-37-9,5629-60-7,6883-35-8,6899-73-6,14019-66-0,17507-91-4,17507-92-5,17507-93-6,17507-94-7,19775-85-0,19775-86-1,24196-09-6,24196-10-9,36001-48-6,52689-99-3,52690-00-3,131725-45-6,131725-46-7,134001-70-0)

Guidance literature:

/BRN= 631614/ = C22H26N2O4 (Hydrolyse).;

DOI:10.1021/ja00866a062

Reference yield:

→ Isomitraphyllin (509-80-8,4697-68-1,4963-01-3,5171-37-9,5629-60-7,6883-35-8,6899-73-6,14019-66-0,17507-91-4,17507-92-5,17507-93-6,17507-94-7,19775-85-0,19775-86-1,24196-09-6,24196-10-9,36001-48-6,52689-99-3,52690-00-3,131725-45-6,131725-46-7,134001-70-0)

Guidance literature:

Mitraphyllin + Py. (Erhitzen, 20 h).;

DOI:10.1021/jo01344a023

Reference yield:

→ Pteropodin (509-80-8,4697-68-1,4963-01-3,5171-37-9,5629-60-7,6883-35-8,6899-73-6,14019-66-0,17507-91-4,17507-92-5,17507-93-6,17507-94-7,19775-85-0,19775-86-1,24196-09-6,24196-10-9,36001-48-6,52689-99-3,52690-00-3,131725-45-6,131725-46-7,134001-70-0)

Guidance literature:

Indolin von Acetoxytetrahydroalstonin,HAc;

DOI:10.1016/S0031-9422(00)85816-1

Downstream raw materials:

uncarine A

Refernces