Natalensin

Base Information

• Chemical Name: Natalensin
• CAS No.: 466-75-1
• Molecular Formula: C17H19NO4
• Molecular Weight: 301.3371
• Mol file: 466-75-1.mol

Synonyms:haemanthamine;hemanthamine

Chemical Property of Natalensin

Chemical Property:

• Vapor Pressure: 1.53E-09mmHg at 25°C
• Boiling Point: 467.5°Cat760mmHg
• Flash Point: 236.5°C
• Density: 1.42g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 301.13140809
• Heavy Atom Count: 22
• Complexity: 497

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Plant Toxins
• Canonical SMILES: COC1CC2C3(C=C1)C(CN2CC4=CC5=C(C=C34)OCO5)O
• Isomeric SMILES: CO[C@H]1C[C@H]2[C@@]3(C=C1)C(CN2CC4=CC5=C(C=C34)OCO5)O

Technology Process of Natalensin

There total 14 articles about Natalensin 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: 100.0%

tert-butyl (2R,3aR,4S,6S,7aS)-3a-(benzo[1,3]dioxol-5-yl)-6-methoxy-2-triethylsilyloxy-2,3,3a,6,7,7a-hexahydro-1H-indole-1-carboxylate + formaldehyd (50-00-0,30525-89-4,61233-19-0) → haemanthamine (466-75-1)

Guidance literature:

tert-butyl (2R,3aR,4S,6S,7aS)-3a-(benzo[1,3]dioxol-5-yl)-6-methoxy-2-triethylsilyloxy-2,3,3a,6,7,7a-hexahydro-1H-indole-1-carboxylate; With hydrogenchloride; In methanol; at 20 ℃; for 0.75h;

formaldehyd; In methanol; water; at 50 ℃; for 21h; Further stages.;

DOI:10.1016/j.tet.2007.05.041

Reference yield:

Oxohaemanthamin (1472-75-9) → haemanthamine (466-75-1,639-41-8,1472-76-0,35598-60-8,41855-34-9,60944-30-1)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1021/ja01486a045

Reference yield:

haemanthamine (466-75-1) → haemanthamine (466-75-1,639-41-8,1472-76-0,35598-60-8,41855-34-9,60944-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1: CrO₃ / pyridine

2: NaBH₄ / methanol

With chromium(VI) oxide; sodium tetrahydroborate; In pyridine; methanol;

DOI:10.1021/ja01486a045

upstream raw materials:

methanol

Oxohaemanthamin

haemanthamine

formaldehyd

Downstream raw materials:

(-)-manthine

ent-(11S)-3β,11-epoxy-crin-1-ene

Oxohaemanthamin

Haemultin

Refernces