154659-09-3

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 98642-61-6 (2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester 
• 501-53-1 benzyl chloroformate 
• 1676-81-9 N-benzyloxycarbonyl-L-serine methyl ester 
• 154161-05-4 L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester 

Downstream Products

• 154161-01-0 [(2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-ethyl]-carbamic acid benzyl ester 
• 1246279-49-1 R-1-O-tert-butyldimethylsilyl-2-benzyloxycarbonylamino-3-O-mesyl-1,3-propane-diol 
• 823235-76-3 (3S,5S,6S)-6-benzyloxycarbonylamino-3,5,7-tris-(tert-butyl-dimethyl-silanyloxy)-heptanoic acid methyl ester 
• 823235-88-7 methyl (3S,5S,6S)-6-(((benzyloxy)carbonyl)amino)-7-((tert-butyldimethylsilyl)oxy)-3,5-dihydroxyheptanoate 
• 823235-74-1 (5S,6S)-6-benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-oxo-heptanoic acid methyl ester 
• 359455-05-3 [(1S,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-2-hydroxy-propyl]-carbamic acid benzyl ester 
• 468061-03-2 (1S,2S,4SR)-[1-(tert-butyldimethylsilanyloxymethyl)-4,5-dihydroxy-2-triisopropylsilanyloxypentyl]carbamic acid benzyl ester 
• 154160-99-3 (1S,2S)-[1-(tert-butyldimethylsilanyloxymethyl)-4-oxo-2-triisopropylsilanyloxybutyl]carbamic acid benzyl ester 
• 468061-02-1 (1S,2S)-[1-(tert-butyldimethylsilanyloxymethyl)-2-triisopropylsilanyloxypent-4-enyl]carbamic acid benzyl ester 
• 468061-04-3 (2S,3S)-2-(tert-butyldimethylsilanyloxymethyl)-3-triisopropylsilanyloxypyrrolidine-1-carboxylic acid benzyl ester 
• 154161-03-2 (2R,3S)-3-triisopropylsilanyloxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 
• 154161-04-3 (2R,3S)-2-Formyl-3-triisopropylsilanyloxy-pyrrolidine-1-carboxylic acid benzyl ester 
• 154161-02-1 (2S,3S)-2-(hydroxymethyl)-3-triisopropylsilanyloxypyrrolidine-1-carboxylic acid benzyl ester 
• 154161-00-9 (1S,2S)-[1-(tert-butyldimethylsilanyloxymethyl)-2-hydroxypent-4-enyl]carbamic acid benzyl ester 

Relevant academic research and scientific papers

CHROMENOPYRIDINE DERIVATIVES AS PHOSPHATIDYLINOSITOL PHOSPHATE KINASE INHIBITORS

The invention relates to inhibitors of PI5P4K inhibitors useful in the treatment of cancers, neurodegenerative diseases, inflammatory disorders, and metabolic diseases, having the Formula (I); where A1, A2, G, R1, R2, R3, R4, and W are described herein.

NOVEL 2'/3'/5'-(R/S)-SERINYL FUNCTIONALIZED OLIGONUCLEOTIDES

The present invention provides novel chiral serinyl functionalized tethered oligonucleotides i.e. R/S serinyl functionalized tethered oligonucleotides and the process of preparation thereof. Specifically, the present invention provides a modified nucleosi

Synthesis and properties of 2′-O-[R- and S-(2-amino-3-methoxy)propyl] (R-AMP and S-AMP) nucleic acids

Substitution at 2′-position by either amino- or methoxy-pendant groups of the antisense oligonucleotides (AONs) is known to enhance their therapeutic value. A simple modification is described here in which we introduce both these groups in the form of ena

Design, synthesis and DNA/RNA binding studies of nucleic acids comprising stereoregular and acyclic polycarbamate backbone: Polycarbamate nucleic acids (PCNA)

The designed, chiral, acyclic polycarbamate nucleic acids (PCNA) exhibited sequence and orientation specific binding to nucleic acids. Complexes of PCNA with DNA were as stable as PNA:DNA complexes and those with RNA were as stable as natural DNA:RNA complexes.

Biomimetic total synthesis and antimicrobial evaluation of anachelin H

(Chemical Equation Presented) The first biomimetic total synthesis of the iron chelator anachelin H isolated from the cyanobacterium Anabaena cylindrica is reported. A first generation approach delivered one enantiomeric series of the polyketide fragment. Comparison of the 1H NMR data suggested the relative configuration of this anachelin fragment. The relative and absolute configuration of anachelin H was then established by total synthesis. A second generation approach involved the enzymatic conversion of N,N-dimethyltyramine to the anachelin chromophore. It was demonstrated that the enzyme tyrosinase is activated by the product during this reaction, the anachelin chromophore can serve as a tyrosinase activator. Anachelin H was evaluated against a panel of eleven bacterial and fungal pathogens, and moderate antibiotic activity (32 μg/mL) against Moraxella catarrhalis was found.

Effective and mild method for preparation of optically active α-amino aldehydes via TEMPO oxidation

The TEMPO oxidation method is successfully applied to preparation of variously protected, optically active α-amino aldehydes without racemization and in very good yield.

Synthesis of 1,4-diaminocyclitols from L-serine methyl ester

L-Serine methyl ester hydrochloride was converted to (S)-2-[N-(benzyloxycarbonyl)amino]-3-(tert-butyldimethylsiloxy)propana l (6). Homocoupling of 6 promoted by [V2Cl3(THF)6]2[Zn2Cl6] (1) gave C2-symmetric diol (7). After manipulation of protecting groups and Swern oxidation, 7 was converted to a 1,6-dialdehyde 10. Intramolecular pinacol coupling of 10 with 1 gave a selectively protected 1,4-diamino-2,3,5,6-tetrahydroxycyclohexane, which is the key skeleton of Fortimicin AM and AK.

Pinacol cross coupling of 2-[N-(alkoxycarbonyl)amino] aldehydes and aliphatic aldehydes by [V2Cl3(THF)6]2[Zn2Cl 6]. Synthesis of syn,syn-3-[N-(alkoxycarbonyl)amino] 1,2-diols

Slow addition of 2-[N-(alkoxycarbonyl)amino] aldehydes to mixtures of [V2Cl3(THF)6]2[Zn2Cl 6] and aliphatic aldehydes gave syn,syn-3-[N-(alkoxycarbonyl)amino] 1,2-diols in good yield and high enantiomeric purity (>99:1). The alkyl group of the N-alkoxycarbonyl was shown to influence the yield: Me > allyl > Bn > t-Bu. Only the syn,syn diastereomer was observed (>20:1), except with N-Cbz-alaninal (10:1:1), O-benzyl-N-Cbz-serinal (7:1), and N-Cbz-prolinal (5:1 to 12:1). A new serinai derivative, N-Cbz-O-TBS-serinal, was cross coupled with n-pentadecanal to give a derivative of xylo-D-C18-phytosphingosine.

Highly Stereoselective Synthesis of cis-(2R,3S)-3-Hydroxyproline

Allyltrimethylsilane (5) reacted with N-carbobenzoxy-O-tert-butyldimethylsilyl-L-serinal (4) to give with high diastereoselectivity syn-adduct 3 which was subsequently transformed into cis-(2R,3S)-3-hydroxyproline (1).