Lasiol, (-)-

Base Information

• Chemical Name: Lasiol, (-)-
• CAS No.: 142795-59-3
• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.268
• UNII: 53H23A2TIH,6ZS128OK2I
• Nikkaji Number: J1.953.232A
• Wikidata: Q105177898
• Mol file: 142795-59-3.mol

Synonyms:2,3,6-trimethyl-5-hepten-1-ol;lasiol

Chemical Property of Lasiol, (-)-

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 156.151415257
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CC=C(C)C)C(C)CO
• Isomeric SMILES: C[C@@H](CC=C(C)C)[C@H](C)CO

Technology Process of Lasiol, (-)-

There total 9 articles about Lasiol, (-)- 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: 80.0%

2,3,6-Trimethylhept-6-en-1-ol (959016-64-9) → lasiol (131479-19-1,142795-58-2,142795-59-3)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sodium hydride; ethylenediamine; for 0.333333h; Heating;

DOI:10.1016/S0040-4039(00)97896-1

Reference yield: 80.0%

triphenylphosphonio-1-methylethanide (16666-80-1) + (4R,5R)-4,5-Dimethyl-tetrahydro-pyran-2-ol (78094-68-5) → (+/-)-Lasiol (131479-19-1,142795-58-2,142795-59-3)

Guidance literature:

DOI:10.1016/S0040-4039(00)97896-1

Reference yield:

(2R,3S)-2,3-dimethylbutane-1,4-diol (74939-90-5) → (+/-)-Lasiol (131479-19-1,142795-58-2,142795-59-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 30 percent / aq. HBr / hexane / 168 h / 60 °C

2: ptsa

4: HgCl₂, CaCO₃

5: 80 percent

With hydrogen bromide; toluene-4-sulfonic acid; calcium carbonate; mercury dichloride; In hexane;

DOI:10.1016/S0040-4039(00)97896-1

upstream raw materials:

2,3,6-Trimethylhept-6-en-1-ol

5-methyl-5-hexen-2-one

triphenylphosphonio-1-methylethanide

(4R,5R)-4,5-Dimethyl-tetrahydro-pyran-2-ol

Downstream raw materials:

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (2S,3S)-2,3,6-trimethyl-hept-5-enyl ester