93088-62-1

Upstream product

• 19550-30-2 2,3-dimethylbutanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 503-74-2 3-methylbutyric acid 
• 14287-61-7 2,3-dimethylbutyric acid 
• 54004-42-1 2,3-dimethyl-butanoic acid, ethyl ester 
• 108-64-5 Ethyl isovalerate 
• 51760-90-8 2,3-dimethylbutyryl chloride 
• 58447-69-1 2-methyl-2-isopropyl malonic acid diethyl ester 
• 563-78-0 2,3-Dimethyl-1-butene 

Downstream Products

• 91638-67-4 (2,3-dimethylbutyl)(phenyl)sulfane 
• 68702-73-8 rac-(2,3-Dimethylbutyl)triphenylphosphonium iodide 
• 134553-24-5 C₃₈H₅₆O₆S 
• 134511-53-8 2,3-dimethylbutyl phenyl sulfone 
• 30540-31-9 1-bromo-2,3-dimethyl-butane 

Relevant academic research and scientific papers

Synthetic routes to campesterol and dihydrobrassicasterol: A first reported synthesis of the key phytosterol dihydrobrassicasterol

Phytosterols are increasingly used as health supplements in functional foods and are associated with having both positive and negative effects on health. Given this disparity, an investigation of their full individual biological profile is imperative in order to assure food safety. This paper describes the de novo synthesis of pure phytosterols in multigram scale and we report the first synthesis of the key phytosterol dihydrobrassicasterol along with a comparison of routes to campesterol. A detailed spectroscopic analysis is included with full assignment of the 13C NMR spectroscopic data of both compounds, mixtures and their precursors leading to the potential use of NMR spectroscopy as a tool for analysis of these sterol mixtures.

Synthesis of secasterol and 24-episecasterol and their toxicity for MCF-7 cells

The convergent synthesis of biosynthetic precursors of brassinosteroids with a Δ2-bond in cycle A-secasterol and 24-episecasterol-was performed. The key stages in the construction of the side chain in these compounds were the Julia olefination of the steroid 22-aldehyde followed by the Sharpless asymmetric dihydroxylation of the intermediate Δ22- olefin. The cytotoxicity of the synthesized compounds for breast carcinoma MCF-7 cells was assessed.

A Convenient Synthesis of (22S)-22-Hydroxycampesterol and Some Related Steroids

As possible candidates for intermediates in brassinolide biosynthesis, (22S)-22-hydroxycampesterol 1 and its related new steroids 5-7 are conveniently synthesized by employing the Grignard reaction of a known steroidal 22-aldehyde 8 with 2,3-dimethylbutylmagnesium bromide as a key reaction.

SYNTHESIS OF BRASSINOLIDE AND ITS ANALOGS

A new version of the synthesis of brassinosteroids of the 28C series is described.It is based on stigmasterol and uses the reaction of steroidal 22-aldehydes with aryl sulfones.