(S)-(+)-2-Methylbutyl methanesulfonate

Base Information

• Chemical Name: (S)-(+)-2-Methylbutyl methanesulfonate
• CAS No.: 104418-40-8
• Molecular Formula: C6H14 O3 S
• Molecular Weight: 166.241
• Hs Code.: 2905199090
• DSSTox Substance ID: DTXSID60577006
• Nikkaji Number: J63.644D
• Wikidata: Q82466915
• Mol file: 104418-40-8.mol

Synonyms:(S)-(+)-2-Methylbutyl methanesulfonate;104418-40-8;(2S)-2-methylbutyl methanesulfonate;[(2S)-2-methylbutyl] methanesulfonate;SCHEMBL495977;DTXSID60577006;BANBAERELZGEAJ-LURJTMIESA-N;(S)-2-methylbutyl methanesulfonate;AKOS015913585;(S)-(+)-2-Methylbutyl methanesulfonate,99%;(S)-(+)-2-Methylbutyl methanesulfonate, 99%;J-001170

Chemical Property of (S)-(+)-2-Methylbutyl methanesulfonate

Chemical Property:

• Vapor Pressure: 0.0287mmHg at 25°C
• Refractive Index: n20/D 1.432(lit.)
• Boiling Point: 253.7°Cat760mmHg
• Flash Point: 107.3°C
• PSA: 51.75000
• Density: 1.07g/cm³
• LogP: 2.08950
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 166.06636548
• Heavy Atom Count: 10
• Complexity: 166

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-(+)-2-Methylbutyl methanesulfonate 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-(+)-2-Methylbutyl methanesulfonate

There total 3 articles about (S)-(+)-2-Methylbutyl methanesulfonate 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: 98.0%

(2S)-2-methyl-1-butanol (1565-80-6) + methanesulfonyl chloride (124-63-0) → (S)-2-methyl-1-butyl methanesulfonate (104418-40-8)

Guidance literature:

With triethylamine; In dichloromethane; for 0.333333h;

DOI:10.1021/ja00003a028

Reference yield:

(S)-2-Methylbutyric acid (1730-91-2) → (S)-2-methyl-1-butyl methanesulfonate (104418-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether / 16 h / 40 °C

2: Et₃N / CH₂Cl₂ / 1 h / -10 °C

With lithium aluminium tetrahydride; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/np049977y

Reference yield:

→ (S)-2-methyl-1-butyl methanesulfonate (104418-40-8)

Guidance literature:

upstream raw materials:

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

methanesulfonyl chloride

(S)-2-Methylbutyric acid

Downstream raw materials:

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

(S)-(N-methyl-N-2-methylbutyl)aniline

(+)-(S)-10-methyldodecyl acetate

(S)-1-iodo-2-methyl-butane

Refernces

• 1、 Mueller, Tobias,Dettner, Konrad,Seifert, Karlheinz. "Straightforward synthesis of all stenusine and norstenusine stereoisomers". . p. 6032 - 6038. Retrieved 2011.
• 2、 Capon, Robert J.,Skene, Colin,Liu, Edward Hsiang-Te,Lacey, Ernest,Gill, Jennifer H.,Heiland, Kirstin,Friedel, Thomas. "Nematocidal thiocyanatins from a southern Australian marine sponge Oceanapia sp.". . p. 1277 - 1282. Retrieved 2007/10/03.