97250-25-4

Upstream product

• 114079-44-6 1-O-(tert-butyl)diphenylsilyl-1,3-butanediol 
• 97250-22-1 tert-Butyl-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethoxy]-diphenyl-silane 
• 260975-78-8 tert-butyl-[2-(2-methyl-[1,3]dithian-2-yl)-ethoxy]-diphenyl-silane 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 135006-32-5 4-tert-butyldiphenylsilyloxy-1-butene 
• 590-90-9 1-Hydroxy-3-butanone 

Downstream Products

• 141935-55-9 methyl 5-tert-butyldiphenylsiloxy-3-hydroxy-2-methoxy-3-methylpentanoate 
• 136735-57-4 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-1-methyl-propoxy]-tetrahydro-pyran-3-yl ester 
• 135304-56-2 (5S,7S)-7-benzyloxy-1-tert-butyldiphenylsiloxy-5-hydroxy-9-(p-methoxyphenyl)methoxy-8,8-dimethylnonan-3-one 
• 214959-70-3 (3S,1'S,2'S)-1-tert-Butyldiphenylsiloxy-3-methyl-3-(1'-phenyl-2'-trifluoroacetamido-1'-propoxy)hex-5-en 
• 260975-78-8 tert-butyl-[2-(2-methyl-[1,3]dithian-2-yl)-ethoxy]-diphenyl-silane 
• 135304-57-3 (3S,5R,7S)-3-benzyloxy-9-tert-butyldiphenylsiloxy-1-(p-methoxyphenyl)methoxy-2,2-dimethyl-5,7-isopropylidenedioxynonane 
• 135413-38-6 (3S,5R,7S)-7-benzyloxy-1-tert-butyldiphenylsiloxy-9-(p-methoxyphenyl)methoxy-8,8-dimethylnonane-3,5-diol 
• 807365-21-5 (S)-3-Benzyloxy-4-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2,2-dimethyl-butan-1-ol 
• 807365-26-0 ((S)-4-Benzyloxy-5-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3,3-dimethyl-2-oxo-pentyl)-phosphonic acid dimethyl ester 
• 247256-59-3 (3R,5RS)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3,5-octanediol 
• 247256-60-6 (3R,5RS)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3,5-octanediol p-methoxybenzylidenacetal 
• 247256-57-1 (3R,1'S,2'S)-5-tert-Butyldiphenylsiloxy-3-methyl-3-(1'-phenyl-2'-trifluoroacetamido-1'-propoxy)-1-pentanal 
• 247256-58-2 (3R,5RS,1'S,2'S)-1-tert-Butyldiphenylsiloxy-3,7-dimethyl-3-(1'-phenyl-2'-trifluoroacetamido-1'-propoxy)-5-octanol 

Relevant academic research and scientific papers

Reactivity-based probe of the iron(II)-dependent interactome identifies new cellular modulators of ferroptosis

Ferroptosis is an iron-dependent form of cell death resulting from loss or inhibition of cellular machinery that protects from the accumulation of lipid hydroperoxides. Ferroptosis likely serves a tumor suppressing function in normal cellular homeostasis, but certain cancers exploit and become highly dependent on specific nodes of the pathway, presumably to survive under conditions of increased oxidative stress and elevated labile ferrous iron levels. Here we introduce Ferroptosis Inducing Peroxide for Chemoproteomics-1 (FIPC-1), a reactivity-based probe that couples Fenton-type reaction with ferrous iron to subsequent protein labeling via concomitant carbon-centered radical generation. We show that FIPC-1 induces ferroptosis in susceptible cell types and labels cellular proteins in an iron-dependent fashion. Use of FIPC-1 in a quantitative chemoproteomics workflow reproducibly enriched protein targets in the thioredoxin, oxidoreductase, and protein disulfide isomerase (PDI) families, among others. In further interrogating the saturable targets of FIPC-1, we identified the PDI family member P4HB and the functionally uncharacterized protein NT5DC2, a member of the haloacid dehalogenase (HAD) superfamily, as previously unrecognized modulators of ferroptosis. Knockdown of these target genes sensitized cells to known ferroptosis inducers, while PACMA31, a previously reported inhibitor of P4HB, directly induced ferroptosis and was highly synergistic with erastin. Overall, this study introduces a new reactivity-based probe of the ferrous iron-dependent interactome and uncovers new targets for the therapeutic modulation of ferroptosis.

Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis

A sesquiterpene epicedrol cyclase mechanism was elucidated based on the gas chromatography coupled to electron impact mass spectrometry fragmentation data of deuterated (2H) epicedrol analogues. The chemo-enzymatic method was applied for the specific synthesis of 8-position labelled farnesyl pyrophosphate and epicedrol. EI-MS fragmentation ions compared with non-labelled and isotopic mass shift fragments suggest that the 2H of C6 migrates to the C7 position during the cyclization mechanism.

Tuning Regioselectivity of Wacker Oxidation in One Catalytic System: Small Change Makes Big Step

A regioselectivity switchable aerobic Wacker-Tsuji oxidation has been developed using catalytic tert-butyl nitrite as a simple organic redox cocatalyst. By solely switching the solvent, either substituted aldehydes or ketones could be prepared under mild

The evolution of a stereoselective synthesis of the C1-C16 fragment of bryostatins

The development of a synthesis of the C1-C16 fragment of bryostatins in which the key step is a stereoselective oxy-Michael reaction used to assemble the cis-2,6-disubstituted tetrahydropyran with the exocyclic alkene already installed, is described. Foll

Tert-Butyl Nitrite: Organic Redox Cocatalyst for Aerobic Aldehyde-Selective Wacker-Tsuji Oxidation

An aldehyde-selective aerobic Wacker-Tsuji oxidation is developed. Using tert-butyl nitrite as a simple organic redox cocatalyst instead of copper or silver salts, a variety of aldehydes were achieved as major products in up to 30/1 regioselectivity as well as good to high yields at room temperature.

Oxidative deprotection of 1,3-dithiane group using NaClO2 and NaH2PO4 in aqueous methanol

The 1,3-dithiane group was oxidatively deprotected under the conditions of sodium chlorite, sodium dihydrogenphosphate, and 2-methyl-2-butene in 3:1 methanol-water at room temperature in good yield.

Deprotection of acetals and silyl ethers using a polymer-supported π- acid catalyst: Chemoselectivity and polymer effect

A polymeric dicyanoketene acetal (DCKA), prepared from a styrene monomer bearing dicyanoketene acetal functionality, was found to be an effective and recyclable catalyst in the chemoselective deprotection of acetals and silyl ethers. A remarkable acceleration accountable for the polymer effect was observed.

Synthesis and transannular Diels-Alder reaction of a 13-membered macrocyclic triene. A synthetic approach towards the tricyclic part A.B.C.[6.6.5] of the veratrum alkaloids

The syntheses of the acyclic triene cis-trans-trans (3Z,9Z,11E)-13-chloro-3-methoxy-1,1,7,7-tetrakis(methoxycarbonyl)-4- methyltrideca-3,9,11-triene (25), and the corresponding trans-cis-trans (3Z,9E,11E) isomer 37, and trans-trans-trans (3Z,9E,11E) isomer, 46, are described. Compounds 25 and 37 furnished in good yield 13-membered macrocyclic compounds (3Z,9Z,11E)- and (3Z,9E,11Z)-3-methoxy-1,1,7,7-tetrakis(methoxycarbonyl)-4- methylcyclotride-ca-3,9,11-triene (26) and (38) which led to tricyclic compound (cis-anti-cis)-2-methoxy-4,4,11,11-tetrakis(methoxycarbonyl)-1- methyl-tricyclo[7.4.0.02,6]tridec-7-ene (27) by transannular Diels-Alder reaction. Macrocyclization of trans-trans-trans chloride 46 was not successful.

Bryostatins: The asymmetric synthesis of C1-C9 and C11-C16 fragments

The fragments C1-C9 19 and C11-C16 26 of the bryostatins are constructed in an enantioselective and highly diastereoselective fashion from respectively D-pantolactone (2) and L-erythrulose (3) as chiral template

Pd(II)-CATALYZED ACETAL/KETAL HYDROLYSIS/EXCHANGE REACTIONS

PdCl2(CH3CN)2 catalyzes the hydrolysis of dioxolane acetals and ketals in moist CH3CN, while in acetone, efficient and more reproducible exchange reactions take place.