(Z)-5-[(1R,3S)-2,3-dimethyl-3-tricyclo[2.2.1.02,6]heptanyl]-2-methylpent-2-en-1-ol

Base Information

• Chemical Name: (Z)-5-[(1R,3S)-2,3-dimethyl-3-tricyclo[2.2.1.02,6]heptanyl]-2-methylpent-2-en-1-ol
• CAS No.: 115-71-9
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.355
• Metabolomics Workbench ID: 28443
• Wikipedia: Alpha-Santalol

Synonyms:ALPHA-SANTALOL;SCHEMBL632584

Chemical Property of (Z)-5-[(1R,3S)-2,3-dimethyl-3-tricyclo[2.2.1.02,6]heptanyl]-2-methylpent-2-en-1-ol

Chemical Property:

• Vapor Pressure: 0.000118mmHg at 25°C
• Refractive Index: 1.537
• Boiling Point: 299.5°Cat760mmHg
• PKA: 14.85±0.10(Predicted)
• Flash Point: 138.6°C
• PSA: 20.23000
• Density: 1.03g/cm³
• LogP: 3.38740
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 220.182715385
• Heavy Atom Count: 16
• Complexity: 331

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC1(C2CC3C1(C3C2)C)C)CO
• Isomeric SMILES: C/C(=C/CC[C@]1(C2C[C@H]3C1(C3C2)C)C)/CO
• Uses: In perfumes, soaps and detergents. (Z)-α-Santalol is a key component of sandalwood oil, which when purified, can be used to suppress lipopolysaccharide-stimulated cytokine/chemokine production in skin cells.

Technology Process of (Z)-5-[(1R,3S)-2,3-dimethyl-3-tricyclo[2.2.1.02,6]heptanyl]-2-methylpent-2-en-1-ol

There total 17 articles about (Z)-5-[(1R,3S)-2,3-dimethyl-3-tricyclo[2.2.1.02,6]heptanyl]-2-methylpent-2-en-1-ol 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:

→ 2-methyl-5-((R)-2,3-dimethyl-tricyclo[2.2.1.02,6]heptyl-(3))-penten-(2t)-ol-(1) (115-71-9,14490-17-6,19903-72-1,29484-33-1,73307-63-8,95975-80-7,98718-51-5,98718-52-6)

Guidance literature:

at 200 ℃; Hydrolyse des gebildeten O-Acetyl-α-santalols;

Reference yield:

→ 2-methyl-5-((R)-2,3-dimethyl-tricyclo[2.2.1.02,6]heptyl-(3))-penten-(2t)-ol-(1) (115-71-9,14490-17-6,19903-72-1,29484-33-1,73307-63-8,95975-80-7,98718-51-5,98718-52-6)

Guidance literature:

With ethanol; aluminum ethoxide;

Reference yield:

(2S,4S,7R)-1,7-Dimethyl-7-(4-methyl-pent-3-enyl)-tricyclo[2.2.1.02,6]heptane (512-61-8,22527-23-7,27353-28-2,37876-52-1) → cis-α-santalol (115-71-9,14490-17-6,19903-72-1,29484-33-1,73307-63-8,95975-80-7,98718-51-5,98718-52-6)

Guidance literature:

Multistep reaction; (i) SeO₂, EtOH, (ii) NaBH₄, MeOH;

upstream raw materials:

1-(1-Methoxy-1-methyl-ethoxy)-propan-2-one

[3-(2,3-Dimethyl-tricyclo[2.2.1.0^2,6]hept-3-yl)-propylidene]-triphenyl-λ⁵-phosphane

(-)-?-Bromtricyclen

isoprene epoxide

Downstream raw materials:

(Z)-α-santalal

hydroxy-2-propanone

(+)-α-santalene

(+)-α-santalyl-acetate

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