130874-90-7

Upstream product

• 608-68-4 dimethyl L-tartrate 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 

Downstream Products

• 156768-68-2 (2S,3S)-2,3-O-(4-methoxybenzylidene)-1,2,3,4-butanetetraol 
• 130874-91-8 (4R,5R)-2-(p-methoxyphenyl)-α,α,α',α'-tetraphenyl-1,3-dioxolan-4,5-dimethanol 
• 220271-25-0 (4S,5S)-4,5-diethynyl-2-(4-methoxyphenyl)-1,3-dioxolane 
• 1361253-98-6 (1E,5E)-1-(4-methoxybenzyloxy)-6-methoxymethoxy-3,4-dimethylenehexa-1,5-diene 
• 1361254-23-0 (3S,4S)-3-(4-methoxybenzyloxy)-4-(methoxymethoxy)hexa-1,5-diyne 
• 1361254-33-2 (3S,4S)-4-(4-methoxybenzyloxy)hexa-1,5-diyn-3-ol 
• 1361254-13-8 (4S,5S)-4-(4-methoxybenzyloxy)-5-methoxymethoxy-1,2,6,7-octatetraene 
• 1361254-27-4 (4S,5S)-5-(4-methoxybenzyloxy)octa-1,2,6,7-tetraen-4-ol 
• 1361254-14-9 (4S,5S)-2-(4-methoxyphenyl)-4,5-bis(propa-1,2-dienyl)-1,3-dioxolane 
• 156696-23-0 (2S,3S)-1,4-bis(tert-butyldimethylsilyloxy)-2,3-O-(4-methoxybenzylidene)-2,3-butanediol 
• 156696-24-1 (2S,3S)-1,4-bis(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2-butanol 
• 156696-20-7 (2S,3S)-2-(4-methoxybenzyloxy)-3,4-O-(3-pentylidene)-1,3,4-butanetriol 
• 156696-22-9 (2S,3S)-3-[(4-methoxybenzyl)oxy]butane-1,2,4-triol 
• 180153-88-2 (S)-3-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-1-trimethylsilanyl-hexa-1,5-diyn-3-ol 

Relevant academic research and scientific papers

A PROCESS FOR THE PREPARATION OF TREOSULFAN

The present invention relates to a process for the preparation of Treosulfan using sodium borohydride and iodine as reducing agent, which is less hazardous and convenient as compared to the reagents used in the prior art. The invention also relates to a novel intermediate to obtain Treosulfan in high yield and high purity.

GLUCOSE-SENSITIVE PEPTIDE HORMONES

The present invention relates to a conjugate of the formula P-L-I, wherein P is a peptide hormone effecting the metabolism of carbohydrates in vivo, L is a hydrolysable linker molecule consisting of Lp and Lj, and I is a molecule capable of inhibiting the effect of the peptide hormone P on the metabolism of carbohydrates in vivo. Under in vivo conditions, the conjugate is the major compound. When the concentration of glucose increases in v/vo,the concentration of the peptide hormone effecting the metabolism of carbohydrates in vivo also increases.

Synthesis of (2R,3R)-1,4-dimethoxy-1,1,4,4-tetraphenylbutane-2,3-diol

(2R,3R)-1,4-Dimethoxy-1,1,4,4-tetraphenylbutane-2,3-diol proved to be an excellent auxiliary and stable protective group for boronic acids. Herein we report an improved practical procedure for its synthesis. Georg Thieme Verlag Stuttgart.

Synthesis of enantiomerically pure cyclopropanes from cyclopropylboronic acids

A general method for the stereocontrolled synthesis of cyclopropanes is described. Various, highly stable, enantiomerically pure alkenylboronic esters 13 have been conveniently synthesized by the direct hydroboration of alkynes 11 using the new chiral 1,3,2-dioxaborolane 15. The high stability was also demonstrated by the selective deprotection of a tert- butyldimethylsilyl protecting group without hydrolyzing the boronic ester. The diastereoselective cyclopropanation of the olefins was achieved by the palladium(II) acetate catalyzed decomposition of diazomethane. This process was optimized giving cyclopropylboronic esters 20/21 in high yield (89-99%) and with good to excellent diastereomeric ratios (up to 95:5). The diastereomers were separated by means of MPLC and their configurations determined by X-ray crystallography (compound 21c), by transformation to known cyclopropanols, and by correlation of NMR data. Treatment with LiAlH4 followed by acidic hydrolysis yielded the enantiomerically pure cyclopropylboronic acid 27 for the first time and allowed the nearly quantitative recovery of the chiral auxiliary 3. Different protocols for the Suzuki coupling reaction of compound 27 were investigated.

Efficient synthesis of a carbocyclic core moiety with the stereochemistry of the C-1027 chromophore

A stereoselective and concise route to the bicyclo[7.3.0]dodecadiyne core moiety (26) of the C-1027 chromophore (1) through highly efficient LiN(TMS)2/CeCl3-mediated cyclization of alkynyl aldehyde 24 has been established.

Large laboratory scale synthesis of (2S,3S)-2-(4-methoxybenzyloxy)-3,4-O- (3-pentylidene)-1,3,4-butantriol, a versatile chiral building block in natural product synthesis

(2S,3S)-2-(4-Methoxybenzyloxy)-3,4-O-(3-pentylidene)-1,3,4-butanetriol (3), a versatile chiral building block for an essential structural unit of complex natural products, was synthesized starting from dimethyl L-(+)- tartrate (5) on both a small scale and a large scale in good yield.

Synthesis of (2R, 3R)-1,4-dimethoxy-1,1,4,4-tetraphenyl-2,3-butanediol: A new C2-symmetric vicinal diol from dimethyl L-tartrate

A practical synthesis of a new C2-symmetric vicinal diol, (2R, 3R)-1,4-dimethoxy-1,1,4,4-tetraphenyl-2,3-butanediol, from dimethyl L-tartrate involving five steps in overall yield of 38% is described.