Sarpagan-17-ol, (16S,19Z)-

Base Information

• Chemical Name: Sarpagan-17-ol, (16S,19Z)-
• CAS No.: 1358-75-4
• Molecular Formula: C₁₉H₂₂N₂O
• Molecular Weight: 294.396
• ChEMBL ID: CHEMBL4864210
• DSSTox Substance ID: DTXSID401312791

Synonyms:Sarpagan-17-ol, (16S,19Z)-;1358-75-4;CHEMBL4864210;(16S,19Z)-Sarpagan-17-ol;DTXSID401312791

Chemical Property of Sarpagan-17-ol, (16S,19Z)-

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 294.173213330
• Heavy Atom Count: 22
• Complexity: 490

Purity/Quality:

≥95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)CO
• Isomeric SMILES: C/C=C/1\CN2[C@H]3C[C@@H]1[C@@H]([C@@H]2CC4=C3NC5=CC=CC=C45)CO

Technology Process of Sarpagan-17-ol, (16S,19Z)-

There total 86 articles about Sarpagan-17-ol, (16S,19Z)- 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%

(+)-3-ethylidene-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methanoindolo[2,3-a]quinolizine-13-carboxaldehyde (6874-98-2) → (+)-3-ethylidene-1,3,4,7,12,12b-hexahydro-13-hydroxymethyl-2H,6H-2,6-methanoindolo[2,3-a]quinolizine (1358-75-4,119241-70-2,119241-73-5,124096-81-7,126640-98-0,604-99-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol;

DOI:10.1021/ol0101990

Reference yield: 95.0%

(Z)-(+)-(16S)-12-benzyl-10-desoxy-18-hydroxysarpagine (119184-33-7,129784-68-5) → (+)-koumidine (604-99-9,1358-75-4,119241-70-2,119241-73-5,124096-81-7,126640-98-0)

Guidance literature:

With ammonia; sodium; at -30 ℃; for 1h;

DOI:10.1021/ja00169a033

Reference yield: 36.0%

2-[(2R,6R,12bR)-12-Benzyl-13-hydroxymethyl-1,7,12,12b-tetrahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-(3E)-ylidene]-ethanol (119184-33-7,129784-68-5) → 18-hydroxydeoxysarpagine (119184-34-8,128572-25-8,129784-69-6) + E-koumidine (604-99-9,1358-75-4,119241-70-2,119241-73-5,124096-81-7,126640-98-0)

Guidance literature:

With ammonia; sodium; In tetrahydrofuran; at -30 ℃;

DOI:10.1021/ja00184a086

upstream raw materials:

16-epi-Vellosimine

(Z)-(+)-(16S)-12-benzyl-10-desoxy-18-hydroxysarpagine

(6R,10R)-(+)-5-benzyl-9-oxo-12-(prop-2-ynyl)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole

(S)-3-(1-Benzyl-1H-indol-3-yl)-2-{[1-phenyl-meth-(E)-ylidene]-amino}-propionic acid methyl ester

Downstream raw materials:

Sarpagine

(+)-taberpsychine

sarpagine

(19Z)-taberpsychine

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