p-Toluenesulfonic Acid (S)-2-Methylbutyl Ester

Base Information

• Chemical Name: p-Toluenesulfonic Acid (S)-2-Methylbutyl Ester
• CAS No.: 38261-81-3
• Deprecated CAS: 95049-54-0
• Molecular Formula: C12H18O3S
• Molecular Weight: 242.339
• Hs Code.: 2905199090
• European Community (EC) Number: 622-009-4
• Nikkaji Number: J63.682G
• Wikidata: Q76010020
• Mol file: 38261-81-3.mol

Synonyms:38261-81-3;p-Toluenesulfonic Acid (S)-2-Methylbutyl Ester;(S)-2-Methylbutyl 4-methylbenzenesulfonate;(S)-2-Methylbutyl p-Toluenesulfonate;[(2S)-2-methylbutyl] 4-methylbenzenesulfonate;(2S)-2-methylbutyl 4-methylbenzene-1-sulfonate;1-Butanol, 2-methyl-, 4-methylbenzenesulfonate;(S)-(+)-2-Methylbutyl p-toluenesulfonate;1-Butanol, 2-methyl-, 1-(4-methylbenzenesulfonate);SCHEMBL6431507;(2S)-2-Methyl-1-butanol 1-(4-methylbenzenesulfonate);HPEVJTNZYIMANV-JTQLQIEISA-N;MFCD00013399;(s)-2-methylbutyl-p-toluenesulfonate;AKOS024342547;(s)-2-methyl-butyl p-toluenesulphonate;AS-66983;T1595;D92492;A873892

Chemical Property of p-Toluenesulfonic Acid (S)-2-Methylbutyl Ester

Chemical Property:

• Refractive Index: 1.5010-1.5040
• Boiling Point: 343.9 °C at 760 mmHg
• Flash Point: 161.8 °C
• PSA: 51.75000
• Density: 1.1 g/cm³
• LogP: 3.82720
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 242.09766561
• Heavy Atom Count: 16
• Complexity: 284

Purity/Quality:

97% ^*data from raw suppliers

(S)-(+)-2-Methyl-1-butanolp-Toluenesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)COS(=O)(=O)C1=CC=C(C=C1)C
• Isomeric SMILES: CC[C@H](C)COS(=O)(=O)C1=CC=C(C=C1)C
• Uses: (S)-(+)-2-Methyl-1-butanol p-Toluenesulfonate is an intermediate in synthesizing Colistin A Sulfate Hydrate (C641510), used as an antibiotic in the treatment of infectious diseases resulting from multi-drug resistant (MDR) gram-negative bacteria.

Technology Process of p-Toluenesulfonic Acid (S)-2-Methylbutyl Ester

There total 4 articles about p-Toluenesulfonic Acid (S)-2-Methylbutyl Ester 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%

(2S)-2-methyl-1-butanol (1565-80-6) + p-toluenesulfonyl chloride (98-59-9) → (S)-2-methylbutyl tosylate (38261-81-3)

Guidance literature:

With pyridine; at 4 ℃; for 12h;

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (S)-2-methylbutyl tosylate (38261-81-3)

Guidance literature:

With pyridine; hydrogenchloride; sodium hydroxide; In water; toluene;

Reference yield:

(S)-2-Methylbutyl tetrahydropyranyl ether (130797-59-0) → (S)-2-methylbutyl tosylate (38261-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1: p-TsOH*H₂O / methanol / 4 h / Heating

2: pyridine / 12 h / 0 - 5 °C

With pyridine; toluene-4-sulfonic acid; In methanol;

DOI:10.1002/jlac.199619961205

upstream raw materials:

(2S)-2-methyl-1-butanol

p-toluenesulfonyl chloride

(S)-2-Methylbutyl tetrahydropyranyl ether

Downstream raw materials:

(S)-(+)-4-(2-methyl-1-butoxy)nitrobenzene

1-iodo-4-(S(-)-2-methylbutyloxy)benzene

1-bromo-4-((S)-2-methylbutoxy)benzene

(S)-4-(2-methylbutyloxy)phenylacetic acid