(3S)-4-Methyl-1-pentene-3-ol

Base Information

• Chemical Name: (3S)-4-Methyl-1-pentene-3-ol
• CAS No.: 132486-36-3
• Molecular Formula: C6H12O
• Molecular Weight: 100.161
• DSSTox Substance ID: DTXSID401310826
• Nikkaji Number: J1.138.738A

Synonyms:SCHEMBL13252057;(3S)-4-Methyl-1-penten-3-ol;DTXSID401310826;(3S)-4-Methyl-1-pentene-3-ol;132486-36-3

Chemical Property of (3S)-4-Methyl-1-pentene-3-ol

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 57.2

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (3S)-4-Methyl-1-pentene-3-ol

There total 3 articles about (3S)-4-Methyl-1-pentene-3-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: 63.0%

2-isopropyloxirane (1438-14-8) + trimethylsilylmethyllithium (1822-00-0) → 4-methyl-(1-trimethylsilanyl)pentan-3-ol + 4-methyl-pent-1-en-3-ol (4798-45-2,73262-52-9,132486-36-3,132486-37-4) + trans-(4-Methyl-2-pentenyl)trimethylsilane (104108-01-2) + isovaleraldehyde (590-86-3)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In diethyl ether; hexane; at 0 - 20 ℃; for 2h; Further Variations:; Solvents; Product distribution;

DOI:10.1021/jo070291v

Reference yield:

1,6-hexanediol (629-11-8) → oxepane (592-90-5) + 4-methyl-pent-1-en-3-ol (4798-45-2,73262-52-9,132486-36-3,132486-37-4) + 2-methyl-2H-pyran

Guidance literature:

With Sulfate; zirconium(IV) oxide; at 175 ℃; for 1h;

DOI:10.1039/a807189f

Reference yield:

1-dodecyne (765-03-7) + 1-cyclohexylprop-2-en-1-ol (4352-44-7) → 4-methyl-pent-1-en-3-ol (4798-45-2,73262-52-9,132486-36-3,132486-37-4) + (E)-1-Cyclohexyl-pentadec-4-en-1-one

Guidance literature:

With ammonium hexafluorophosphate; cyclopentadienyl(1,5-cyclooctadiene)ruthenium chloride; at 100 ℃; for 2h;

upstream raw materials:

1-dodecyne

1-cyclohexylprop-2-en-1-ol

1,6-hexanediol

2-isopropyloxirane

Downstream raw materials:

2-methyl-1,4-pentadiene

(E)-<<2-<<1-(1-methylethyl)-2-propenyl>oxy>-1-propenyl>sulfonyl>benzene

[2-(1-Isopropyl-allyloxy)-prop-2-ene-1-sulfonyl]-benzene

(1-Isopropyl-allyloxymethyl)-carbamic acid benzyl ester

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