104418-40-8

Basic information

• Product Name: (S)-(+)-2-METHYLBUTYL METHANESULFONATE
• Synonyms: (S)-(+)-2-METHYLBUTYL METHANESULFONATE;(S)-(+)-2-METHYLBUTYL METHANESULFONATE 99%;(+)-Methanesulfonic acid (S)-2-methylbutyl ester;[S,(+)]-2-Methyl-1-butanol methanesulfonate
• CAS NO: 104418-40-8
• Molecular Formula: C₆H₁₄O₃S
• Molecular Weight: 166.24
• Product Categories: Sulfonates/Sulfinates;Chiral Building Blocks;Organic Building Blocks
• Mol File: 104418-40-8.mol

Chemical Properties

• Boiling Point: 253.7°Cat760mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.08 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0287mmHg at 25°C
• Refractive Index: n20/D 1.432(lit.)
• CAS DataBase Reference: (S)-(+)-2-METHYLBUTYL METHANESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-2-METHYLBUTYL METHANESULFONATE(104418-40-8)
• EPA Substance Registry System: (S)-(+)-2-METHYLBUTYL METHANESULFONATE(104418-40-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 104418-40-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-(+)-2-METHYLBUTYL METHANESULFONATE is used as a reagent in the synthesis of various pharmaceuticals for its ability to act as a mild and effective leaving group, facilitating the formation of desired products in medicinal chemistry.
Used in Fine Chemicals Production:
In the fine chemicals industry, (S)-(+)-2-METHYLBUTYL METHANESULFONATE is utilized as an intermediate, contributing to the production of high-quality specialty chemicals that have specific applications in various fields.
Used in Fragrance and Flavor Industry:
(S)-(+)-2-METHYLBUTYL METHANESULFONATE is used as a building block in the creation of fragrances and flavors, enhancing the sensory properties of consumer products.
Used in Organic Compounds Manufacturing:
(S)-(+)-2-METHYLBUTYL METHANESULFONATE is employed as a versatile intermediate in the manufacturing of a range of organic compounds, showcasing its broad applicability in chemical synthesis.
Used in Chemical Research:
(S)-(+)-2-METHYLBUTYL METHANESULFONATE is used as a research tool in chemical laboratories to explore new synthetic pathways and develop innovative chemical processes, further expanding its utility in the scientific community.

InChI:InChI=1/C6H14O3S/c1-4-6(2)5-9-10(3,7)8/h6H,4-5H2,1-3H3/t6-/m0/s1

Upstream product

• 1730-91-2 (S)-2-Methylbutyric acid 
• 1565-80-6 (2S)-2-methyl-1-butanol 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 71777-33-8 (S)-10-methyl-1-dodecanol 
• 534-00-9 (S)-2-methylbutyl bromide 
• 55535-61-0 (S)-(+)-4-(2-methyl-1-butoxy)benzaldehyde 
• 141032-65-7 (S)-(N-methyl-N-2-methylbutyl)aniline 
• 193340-33-9 (S)-N-(2-methylbutyl)-N-phenylamine 
• 71777-35-0 (+)-(S)-10-methyldodecyl acetate 
• 853993-12-1 (2S)-2-methylbutyl 2,5-dihydroxybenzoate 
• 1160934-37-1 C₁₈H₂₄Cl₂O₄ 
• 1454710-06-5 C₅₈H₈₈N₆O₁₀ 
• 1454710-10-1 C₄₈H₇₂N₆O₆ 
• 1454709-98-8 C₅₃H₇₇N₃O₁₁ 
• 1454710-02-1 C₅₁H₇₃N₃O₁₁ 
• 1454709-94-4 4,6-bis((S)-2-methylbutoxy)isophthalic acid 
• 1454709-91-1 5-(methoxycarbonyl)-2,4-bis((S)-2-methylbutoxy)benzoic acid 

Relevant articles and documents

Enantioselective cyclopropane syntheses using the chiral carbene complexes (SFe)- and (RFe)-C5H5(CO)(PR3)Fe=CHCH 3+. A mechanistic analysis of the carbene transfer reaction

Enantiomerically pure or enriched iron-carbene complexes of the type C5H5(CO)(PR3)Fe=CHCH3+ have been prepared by three routes: (a) Diastereomeric acyl complexes C5H5(CO)(PPhsub

Straightforward synthesis of all stenusine and norstenusine stereoisomers

All the stereoisomers of stenusine (1) and norstenusine (21) have been efficiently synthesized by the asymmetric hydrogenation of pyridines. The (2R,3S)- and (2R,3R)-isomers of 1, that are difficult to prepare, have been synthesized for the first time using a chemoenzymatic approach in eight steps with an 8 % total yield. All the target compounds were obtained in good stereochemical purity by using very simple and inexpensive reagents and auxiliaries. All the stereoisomers of the defensive alkaloids stenusine and norstenusine produced by Stenus beetles have been synthesized in a straightforward manner. The chiral (S) side chain is derived from (S)-2-methyl-1-butanol. For the difficult preparation of (R)-3-(2-methylbutyl) pyridine, a highly efficient chemoenzymatic approach was developed.

Additive components for liquid crystalline materials

The present invention relates to mesogenic, cross-linkable mixtures comprising (i) a cross-linkable liquid crystalline host compound comprising at least one cross-linkable liquid crystalline compound, and (ii) at least one chiral or achiral rod shaped additive component, wherein said additive component has a rigid core and comprises at least two fused or linked, optionally substituted, non-aromatic, aromatic, carbocyclic or heterocyclic groups, and also comprises at least one optionally substituted alkyl residue, and at least one polymerizable group and wherein the additive component has a transition temperature to the isotropic state of 40° C. or lower. The invention also relates to the novel chiral or achiral rod-shaped additive compounds used for the preparation of these mixtures, to mixtures according to the invention in form of an elastomer, polymer gel, polymer network or polymer film, to polymer networks and liquid crystalline polymer films prepared from these mixtures and to optical or electrooptical components comprising polymer networks and liquid crystalline polymer films prepared from such mixtures. Further, the invention relates to the use of the chiral or achiral rod shaped compounds as components of a cross-linkable liquid crystalline mixture in the production of orientated liquid crystalline polymers, to liquid crystalline mixtures comprising these compounds, to liquid crystalline polymers and liquid crystalline polymer networks prepared from such liquid crystalline mixtures, and to liquid crystalline devices comprising these compounds.

Nematocidal thiocyanatins from a southern Australian marine sponge Oceanapia sp.

Investigations of a southern Australian marine sponge, Oceanapia sp., have yielded two new β methyl branched bisthiocyanates, thiocyanatins D 1 (3a) and D2 (3b), along with two new thiocarbamate thiocyanates, thiocyanatins E1 (4a) and E2 (4b). The new thiocyanatins belong to a rare class of bioactive marine metabolite previously only represented by thiocyanatins A-C (1, 2a/b). Structures were assigned on the basis of detailed spectroscopic analysis, with comparisons to the known bisthiocyanate thiocyanatin A (1) and synthetic model compounds (5-7). The thiocyanatins exhibit potent nematocidal activity, and preliminary structure-activity relationship investigations have confirmed key characteristics of the thiocyanatin pharmacophore.

Scavenger assisted combinatorial process for preparing libraries of tertiary amine compounds

This invention relates to a novel solution phase process for the preparation of tertiary amine combinatorial libraries. These libraries have utility for drug discovery and are used to form wellplate components of novel assay kits.

Synthesis of Enantiopure Homoallylic Alcohols and Ethers by Diastereoselective Allylation of Aldehydes

Enantiopure homoallylic alcohols 5, which are important building blocks in organic synthesis, are obtained with an ee of greater than 99percent and a yield of 75-95percent by cleavage of the secondary homoallylic ethers 4 using sodium in liquid ammonia.The ethers 4 are formed with excellent diastereoselectivity and in 52-89percent yield by treatment of the aldehydes 1 with the trimethylsilyl ether of N-trifluoroacetylnorpseudoephedrine (2) in the presence of a catalytic amount of TMS triflate or TMS borontriflate, followed by addition of allylsilane 3.Nearly all achiral aliphatic aldehydes employed gave a diastereoselectivity of over 99:1.With the chiral aldehydes 24, the difference between matched and mismatched pairs was low; this reveals that there is strong reagent control.- Keywords: allylations; allylsilanes; double stereodifferentiation; ephedrine; homoallylic alcohols

Ethyl phenylsulfinyl fluoroacetate, a new and versatile reagent for the preparation of α-fluoro-α,β-unsaturated carboxylic acid esters

The title compound 2 can be alkylated with a wide range of alkyl halides and Michael acceptors. Subsequent thermal elimination of phenyl sulfinic acid 3 leads to α-fluoro-α,β-unsaturated ethyl carboxylates 5 and 10, an important class of intermediates for fluorine containing biologically active compounds.

PREPARATION OF (S)-2-METHYLBUTYLAMINE AND SYNTHESIS OF CHIRAL ISOLEUCINE AND alloISOLEUCINE.

A four-step synthesis (45 percent total yield) of a mixture of chiral pure L-isoleucine and D-alloisoleucine is reported, via a route comprising an anodic oxidation of suitable acylamide precursors.Efficient preparations for (S)-2-methylbutylamine from the cheap parent (S)-alcohol are described.