37505-01-4

Basic information

• Product Name: (2R)-2-METHYL-1,2-BUTANEDIOL
• Synonyms: (2R)-2-METHYL-1,2-BUTANEDIOL
• CAS NO: 37505-01-4
• Molecular Formula: C₅H₁₂O₂
• Molecular Weight: 104.15
• Mol File: 37505-01-4.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2R)-2-METHYL-1,2-BUTANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-METHYL-1,2-BUTANEDIOL(37505-01-4)
• EPA Substance Registry System: (2R)-2-METHYL-1,2-BUTANEDIOL(37505-01-4)

Safety Data

• Hazardous Substances Data: 37505-01-4(Hazardous Substances Data)

Usage

Description

(2R)-2-METHYL-1,2-BUTANEDIOL, with the molecular formula C5H12O2, is a colorless, odorless liquid chemical compound. It features a central carbon atom bonded to two alcohol groups and two methyl groups, giving it unique stereochemistry. (2R)-2-METHYL-1,2-BUTANEDIOL is known for its applications as a solvent and a precursor in the synthesis of various chemicals.

Uses

Used in Pharmaceutical Industry:
(2R)-2-METHYL-1,2-BUTANEDIOL serves as a crucial chiral building block in the synthesis of pharmaceuticals, playing a significant role in the development of new medications due to its unique stereochemistry.
Used in Fragrance Industry:
In the fragrance industry, (2R)-2-METHYL-1,2-BUTANEDIOL is utilized as a precursor for the creation of various scent compounds, contributing to the development of new fragrances.
Used as a Solvent:
(2R)-2-METHYL-1,2-BUTANEDIOL is employed as a solvent in a variety of industrial processes, thanks to its ability to dissolve a wide range of substances.
Used in Polymer and Plastics Production:
(2R)-2-METHYL-1,2-BUTANEDIOL also acts as a potential intermediate in the production of polymers and plastics, indicating its versatility in the chemical industry.

Upstream product

• 917-54-4 methyllithium 
• 55058-23-6 (2R/3R)/(2S,3S)-2,3-epoxy-butanol 
• 81286-85-3 (2S,5R)-2-(tert-butyl)-5-ethyl-5-methyl-1,3-dioxolan-4-one 
• 80-59-1 Tiglic acid 
• 35660-94-7 (E)-2-methylbut-2-enoyl chloride 
• 72447-47-3 (-)-menthyl (Z)-2-methyl-2-butenoate 

Downstream Products

• 1354575-70-4 C₁₃H₁₈O₃ 
• 1354575-52-2 (3R,E)-3-((4-methoxybenzyl)oxy)-3-methyl-11-((tetrahydro-2H-pyran-2-yl)oxy)undec-9-en-4-ol 
• 1354575-74-8 C₂₅H₃₈O₅ 
• 1354575-53-3 (R,E)-11-hydroxy-3-((4-methoxybenzyl)oxy)-3-methylundec-9-en-4-one 
• 1354575-49-7 (R)-8-((2S,3S)-3-(hydroxymethyl)oxiran-2-yl)-3-((4-methoxybenzyl)oxy)-3-methyl-octan-4-one 
• 1354575-75-9 C₂₀H₂₉IO₄ 
• 1354575-76-0 C₂₀H₃₀O₄ 
• 1354575-54-4 (3S,9R)-9-((4-methoxybenzyl)oxy)-9-methyl-8-oxoundec-1-en-3-yl acrylate 
• 1354575-61-3 (R)-8-((2R,3R)-3-(hydroxymethyl)oxiran-2-yl)-3-((4-methoxybenzyl)oxy)-3-methyl-octan-4-one 
• 1354575-84-0 C₂₀H₂₉IO₄ 
• 1354575-85-1 C₂₀H₃₀O₄ 
• 1354575-62-4 (3R,9R)-9-((4-methoxybenzyl)oxy)-9-methyl-8-oxoundec-1-en-3-yl acrylate 

Relevant articles and documents

Total synthesis and absolute configuration of avenolide, extracellular factor in Streptomyces avermitilis

The first total synthesis of extracellular factor, Avenolide, in Streptomyces avermitilis has been achieved using a convergent approach. The stereogenic centers in two key segments were installed using Sharpless epoxidation and dihydroxylation. This synthetic study allowed the determination of the absolute configuration of avenolide as 4S,10R, and yielded important information on its structure-activity relationship.

The absolute configuration and total synthesis of korormicin

The marine antibiotic korormicin, isolated from the culture filtrate of marine bacterial strain Pseudoalteromonas sp. F-420, specifically inhibits the growth of marine Gram-negative bacteria without affecting terrestrial species. The absolute configuration of korormicin was determined by the combination of a CD exciton chirality method and chemical degradation. Convergent total synthesis of korormicin has been also achieved.

Preparation of (2R,3S)-(-)- and (2S,3R)-(+)-2,3-Epoxy-2-methylbutanoic Acids and Some of Their Esters

Enantiomerically pure (2R,3S)-(-)- and (2S,3R)-(+)-2,3-epoxy-2-methylbutanoic acids 7 and 8 were prepared from 2-methyl-2-butenoic acid 1 (tiglic acid).They were characterized by spectroscopic and optical activity data and their absolute configuration was determined by chemical correlation with (R)-(+)- and (S)-(-)-2-methyl-1,2-butanediols.The corresponding methyl (16 and 17), menthyl (3 and 4), and 9α-angeloyloxy-1-oxolongipin-2-en-7β-yl (14 and 15) esters were also prepared.