135582-93-3

Upstream product

• 134038-71-4 (S)-4-benzyloxycarbonylaminomethyl-2,2-dimethyl-1,3-dioxolane 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 61278-21-5 (S)-3-Amino-1,2-propanediol 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 134038-72-5 (S)-3-benzyloxycarbonylamino-2-hydroxy-1-(o-nitrobenzoyloxy)propane 
• 630400-86-1 Toluene-4-sulfonic acid (S)-3-benzyloxycarbonylamino-2-hydroxy-propyl ester 
• 630400-88-3 (5S)-N-benzyloxycarbonyl-5-iodomethyl oxazolidine 
• 630400-87-2 (S)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-oxazolidine-3-carboxylic acid benzyl ester 
• 134038-74-7 benzyl (S)-5-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 
• 134038-73-6 benzyl (S)-5-hydroxymethyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 
• 135582-86-4 (S)-3-benzyloxycarbonyl-2,2-dimethyl-5-o-nitrobenzoyloxymethyl-1,3-oxazolidine 
• 135638-41-4 (R)-3-benzyloxycarbonyl-5-<(Z)-2-(tert-butoxycarbonylamino)-2-(methoxycarbonyl)vinyl>-2,2-dimethyl-1,3-oxazolidine 
• 134038-76-9 (R)-3-benzyloxycarbonyl-5-<(S)-N-tert-butoxycarbonylalanin-3-yl>-2,2-dimethyl-1,3-oxazolidine 
• 135582-94-4 (R)-3-benzyloxycarbonyl-5-<(S)-2-(tert-butoxycarbonylamino)-2-(methoxycarbonyl)ethyl>-2,2-dimethyl-1,3-oxazolidine 
• 134038-75-8 (R)-3-benzyloxycarbonyl-5-<(E)-2-(tert-butoxycarbonylamino)-2-(methoxycarbonyl)vinyl>-2,2-dimethyl-1,3-oxazolidine 
• 134038-86-1 benzyl 2(S)-(5-benzyloxycarbonylamino-2(S)-tert-butoxycarbonylamino-4(R)-hydroxypentanoylamino)-3-[4,4'-bisbenzyloxy-3'-(2(S)-benzyloxycarbonylamino-2-pentafluorophenyloxycarbonylethyl)biphenyl-3-yl]propionate 
• 134038-76-9 (R)-3-Benzyloxycarbonyl-5-<(S)-N-tert-butoxycarbonylalanin-3-yl>-2,2-dimethyl-1,3-oxazolidine 
• 135582-94-4 (R)-3-benzyloxycarbonyl-5-<(S)-2-(tert-butoxycarbonylamino)-2-(methoxycarbonyl)ethyl>-2,2-dimethyl-1,3-oxazolidine 

Relevant academic research and scientific papers

A concise stereoselective synthesis of (+)-1-deoxy-6-epi-castanospermine

A concise stereoselective synthesis of (+)-1-deoxy-6-epi-castanospermine has been developed through stereoselective approach from the chiral precursor R-Glycidol. The key steps in the synthesis involve Grignard reaction through Weinreb amide, followed by Sharpless dihydroxylation and stereoselective reduction of imine assigned the required stereochemical feature of indolizidine azasugar (+)-1-deoxy-6-epi-castanospermine.

D-fructose-6-phosphate aldolase-catalyzed one-pot synthesis of iminocyclitols

A one-pot chemoenzymatic method for the synthesis of a variety of new iminocyclitols from readily available, non-phosphorylated donor substrates has been developed. The method utilizes the recently discovered fructose-6-phosphate aldolase (FSA), which is functionally distinct from known aldolases in its tolerance of different donor substrates as well as acceptor substrates. Kinetic studies were performed with dihydroxyacetone (DHA), the presumed endogenous substrate for FSA, as well as hydroxy acetone (HA) and 1-hydroxy-2-butanone (HB) as donor substrates, in each case using glyceraldehyde-3-phosphate as acceptor substrate. Remarkably, FSA used the three donor substrates with equal efficiency, with kcat/KM-values of 33, 75, and 20 M -1 s-1, respectively. This level of donor substrate tolerance is unprecedented for an aldolase. Furthermore, DHA, HA, and HB were accepted as donors in FSA-catalyzed aldol reactions with a variety of azido- and Cbz-amino aldehyde acceptors. The broad substrate tolerance of FSA and the ability to circumvent the need for phosphorylated substrates allowed for one-pot synthesis of a number of known and novel iminocyclitols in good yields, and in a very concise fashion. New iminocyclitols were assayed as inhibitors against a panel of glycosidases. Compounds 15 and 16 were specific α-mannosidase inhibitors, and 24 and 26 were potent and selective inhibitors of β-N-acetylglucosaminidases in the submicromolar range. Facile access to these compounds makes them attractive core structures for further inhibitor optimization.

Asymmetric synthesis of orthogonally protected (2S,4R)- and (2S,4S)-4-hydroxyornithine

Synthesis of orthogonally protected (2S, 4R)- and (2S, 4S)-4-hydroxyornithine was reported featuring an asymmetric alkylation of N-(diphenylmethylene)glycine tert-butyl ester (6) by (5S)-N-benzyloxycarbonyl-5-iodomethyl oxazolidine (7). Double stereoselection was examined using chiral ammonium salts as phase transfer catalysts and a substrate-directed chiral induction is documented.

Process for preparing chiral (s)-2,3-disubstituted-1-propylamine derivatives

A process for the preparation of chiral (S)-2,3-disubstituted-1-propylamine derivatives, in which a carbonyl group of (S) 3,4-disubstituted-1-butanecarbonyl derivatives is converted to an amine group, and the conversion reaction is performed through Curti

Total synthesis of the biphenomycins; II. Synthesis of protected (2S,4R)-4-hydroxyornithines

Improved synthetic methods for the preparation of three differently protected (2S,4R)-4-hydroxyornithine (10, 16, 24) have been developed which obviously can be used for the construction of the other stereoisomers. Formation of the corresponding α,β-dideh

The Synthesis of Biphenomycin B

Biphenomycin B, a highly potent antibiotic against Gram-negative, β-lactam-resistant bacteria, which was previously isolated from culture filtrates of Streptomyces griseorubiginosus No. 43708, has now been synthesized.