(S)-2-methyloctanol

Base Information

• Chemical Name: (S)-2-methyloctanol
• CAS No.: 116013-69-5
• Molecular Formula: C9H20O
• Molecular Weight: 144.257
• UNII: C8A7954980
• Nikkaji Number: J461.076H
• Wikidata: Q27275318
• Mol file: 116013-69-5.mol

Synonyms:(S)-2-methyloctanol;(S)-2-Methyl-1-octanol;2-Methyloctanol, (S)-;1-Octanol, 2-methyl-, (S)-;1-Octanol, 2-methyl-, (2S)-;116013-69-5;UNII-C8A7954980;C8A7954980;SCHEMBL7671730;IGVGCQGTEINVOH-VIFPVBQESA-N;AKOS006272712;Q27275318

Chemical Property of (S)-2-methyloctanol

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 144.151415257
• Heavy Atom Count: 10
• Complexity: 61.7

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(C)CO
• Isomeric SMILES: CCCCCC[C@H](C)CO

Technology Process of (S)-2-methyloctanol

There total 2 articles about (S)-2-methyloctanol 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: 65.0%

<3(2'S),4S>-3-(2-Methyl-1-oxooctyl)-4-(phenylmethyl)-2-oxazolidinone (152899-14-4) → (S)-4-Benzyl-2-oxazolidinone (90719-32-7) + (2S)-2-methyloctan-1-ol (116013-69-5)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 20 - 25 ℃;

DOI:10.1081/SCC-120017193

Reference yield:

(S)-1-amino-2-(methoxymethyl)pyrrolidine (59983-39-0,187035-29-6) → (2S)-2-methyloctan-1-ol (116013-69-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 100 percent / 16 h / 20 °C

2.1: lithium tetramethylpiperidide / tetrahydrofuran / 1 h / 0 °C

2.2: 91 percent / tetrahydrofuran / 16 h / -100 °C

3.1: 4 mol/l HCl / pentane / 0.25 h / 20 °C

4.1: BH₃*SMe₂ / diethyl ether / 0.75 h / 20 °C

With hydrogenchloride; dimethylsulfide borane complex; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; diethyl ether; pentane;

DOI:10.1016/S0040-4039(02)00595-6

Reference yield: 100.0%

(2S)-2-methyloctan-1-ol (116013-69-5) + p-toluenesulfonyl chloride (98-59-9) → (S)-2-Methyl-1-octanol tosylate (117555-29-0)

Guidance literature:

With pyridine;

DOI:10.1002/(SICI)1099-0690(199911)1999:11<3139::AID-EJOC3139>3.0.CO;2-8

upstream raw materials:

<3(2'S),4S>-3-(2-Methyl-1-oxooctyl)-4-(phenylmethyl)-2-oxazolidinone

(S)-1-amino-2-(methoxymethyl)pyrrolidine

Downstream raw materials:

(S)-α-methyloctanal

(S)-2-Methyl-1-octanol tosylate

(S)-(+)-4-[1-(2-methyl)octyloxy]phenyl benzoate

(S)-(+)-4-[1-(2-methyl)octyloxy]phenol