256390-84-8

Upstream product

• 42890-76-6 (S)-1,2,4-butanetriol 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 32233-43-5 2-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol 
• 100-52-7 benzaldehyde 
• 616876-80-3 (S)-2-Phenyl-[1,3]dioxane-4-carboxylic acid (S)-2-phenyl-[1,3]dioxan-4-ylmethyl ester 
• 67-56-1 methanol 

Downstream Products

• 119880-12-5 ethyl (Z)-3-((S)-2-phenyl-1,3-dioxan-4-yl)propenoate 
• 119880-12-5 ethyl (E)-3-((S)-2-phenyl-1,3-dioxan-4-yl)propenoate 
• 286856-62-0 (S)-2-Phenyl-[1,3]dioxane-4-carboxylic acid tert-butyl ester 
• 616876-80-3 (S)-2-Phenyl-[1,3]dioxane-4-carboxylic acid (S)-2-phenyl-[1,3]dioxan-4-ylmethyl ester 
• 256390-72-4 (3S)-4-O-hexadecyl-1,3-O-benzylidine-1,3,4-butanetriol 
• 256390-73-5 3(S)-benzoyl-4-hexadecyloxy-1-bromobutane 
• 256390-75-7 C₅₄H₇₄O₇S 
• 192059-40-8 (S)-2-Phenyl-[1,3]dioxane-4-carboxylic acid 
• 178680-93-8 t-butyl 4-O-benzyl-3-deoxy-L-tetronate 
• 172471-74-8 4-O-benzyl-L-glycero-tetronic acid 
• 1173283-71-0 [(4S)-2-phenyl-1,3-dioxan-4-yl]methanol 4-methoxybenzoate 
• 482580-68-7 (S)-2,4-dihydroxybutanal benzylidene acetal 
• 139884-79-0 (S)-4-Benzyloxymethyl-2-phenyl-[1,3]dioxane 

Relevant academic research and scientific papers

Stereoselective Total Syntheses of Polyacetylene Plant Metabolites via Ester-Tethered Ring Closing Metathesis

Total syntheses of five naturally occurring polyacetylenes from three different plants are described. These natural products have in common an E,Z-configured conjugated diene linked to a di- or triyne chain. As the key method to stereoselectively establis

A method for preparation of a purine derivative and intermediates

The invention discloses a preparation method and intermediates of purine derivatives. According to the preparation method, a compound II and a compound III have a coupling reaction in an organic solvent under the actions of alkali and palladium catalysts to prepare the purine derivatives. Compared with the prior art, the raw materials used in the preparation method are cheap and common, and the preparation method is simple and efficient, is suitable for industrial production and provides a new way for the synthesis of entecavir drugs.

Design, synthesis, biophysical and primer extension studies of novel acyclic butyl nucleic acid (BuNA)

A novel nucleic acid analogue called acyclic (S)-butyl nucleic acid (BuNA) composed of an acyclic backbone containing a phosphodiester linkage and bearing natural nucleobases was synthesized. Next, (S)-BuNA nucleotides were incorporated in DNA strands and their effect on duplex stability and changes in structural conformation were investigated. Circular dichroism (CD), UV-melting and non-denatured gel electrophoresis (native PAGE) studies revealed that (S)-BuNA is capable of making duplexes with its complementary strands and integration of (S)-BuNA nucleotides into DNA duplex does not alter the B-type-helical structure of the duplex. Furthermore, (S)-BuNA oligonucleotides and (S)-BuNA substituted DNA strands were studied as primer extensions by DNA polymerases. This study revealed that the acyclic scaffold is tolerated by enzymes and is therefore to some extent biocompatible.

Efficient synthesis of the C1-C13 fragment of bistramide A

Herein we report an efficient synthesis of the C1-C13 fragment of bistramide A from (S)-1,2,4-butanetriol and Roche ester in 14 steps and 13% overall yield. Georg Thieme Verlag Stuttgart - New York.

A flexible approach to azasugars: asymmetric total syntheses of (+)-castanospermine, (+)-7-deoxy-6-epi-castanospermine, and (+)-1-epi- castanospermine

The asymmetric total synthesis of natural azasugars (+)-castanospermine, (+)-7-deoxy-6-epI-castanospermine, and synthetic (+)-1-epi-castanospermine has been accomplished in nine to ten steps from a common chiral building block (S)-8. The method features a powerful chiral relay strategy consisting of a highly diastereoselective vinylogous Mukaiyama-type reaction with either chiral or achiral aldehydes (≥ 95% de; de = diastereomeric excess) and a diastereodivergent reduction of tetramic acids, which allows formation of three continuous stereogenic centers with high diastereo-selectivities. The method also provides a flexible access to structural arrays of 5-(α-hydroxyalkyl) tetramic acids, such as 17/34, and 5-(α-hydroxyalkyl)-4-hydroxyl-2- pyrrolidinones, such as 18 and 25/35 a. The method constitutes the first realization of the challenging chiral synthons A and D and thus of the conceptually attractive retrosynthetic analysis shown in Scheme 1 in a highly enantioselective manner.

The total synthesis of (S)-2,4-dihydroxy-1-butyl (4-hydroxyl) benzoate

This study is the first synthesis of (S)-2,4-dihydroxy-1-butyl (4-hydroxy) benzoate, a newly discovered natural product with anti-tumor properties from the fungus, Penicillium auratiogriseum. The key steps are a 1,3 diol protection followed by the couplin

Stereoselection in radical cyclization of β-alkoxyvinyl sulfoxides: Synthesis of tetrahydrofuranyl allyl carbinols

Equation presented. Tetrahydrofuranyl allyl carbinols may be prepared stereoselectively via radical cyclization of β-alkoxyvinyl sulfoxides, Pummerer rearrangement, and reaction with allylstannane.

Enantioselective Total Synthesis of (+)-Azimine and (+)-Carpaine

(Matrix presented) The enantioselective total syntheses of (+)-azimine and (+)-carpaine have been developed, starting with (S)-1,2,4-butanetriol as a single source of chirality. The key common feature in these syntheses involves stereoselective intramolecular hetero-Diels-Alder reaction of an acylnitroso compound. The critical macrocyclic dilactonization of the N-Cbz derivatives of azimic acid and carpamic acid was efficiently achieved by using the Yamguchi macrocyclization conditions.

Convergent C-glycolipid synthesis via the Ramberg-Baecklund reaction: active antiproliferative glycolipids.

[formula: see text] A novel methodology has been developed, employing the Ramberg-Baecklund rearrangement and ionic hydrogenation to synthesize C-glycosides with high stereoselectivity at the anomeric center. The C-glycolipid 14b exhibits antiproliferativ