69037-98-5

Upstream product

• 17996-13-3 benzyl 4-hydroxybutylcarbamate 
• 201230-82-2 carbon monoxide 
• 5041-33-8 N-(Benzyloxycarbonyl)allylamine 
• 197891-66-0 4-benzyloxycarbamate-butyraldehyde diethyl acetal 
• 868775-53-5 N-Cbz-4-aminobutylaldehyde dimethylacetal 
• 67706-63-2 4-benzyloxycarbonylaminobutyric acid methyl ester 
• 501-53-1 benzyl chloroformate 
• 5105-78-2 4-(benzyloxycarbonylamino)butyric acid 

Downstream Products

• 114684-71-8 Cbz-ΔLys(Cbz)-OMe 
• 118743-82-1 N-<4-(Benzyloxycarbonylamino)butylidene>-(R)-(-)-α-methylbenzylamine N-oxide 
• 447408-48-2 ((Z)-5-Iodo-pent-4-enyl)-carbamic acid benzyl ester 
• 1206601-69-5 [4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-butyl]-carbamic acid benzyl ester 
• 1585236-10-7 pinacol (R)-3-(((benzyloxy)carbonyl)amino)-1-((R)-tert-butanesulfinamido)propylboronate 

Relevant academic research and scientific papers

COMPOUNDS AND COMPOSITIONS FOR INTRACELLULAR DELIVERY OF THERAPEUTIC AGENTS

The disclosure features novel lipids and compositions involving the same. Nanoparticle compositions include a novel lipid as well as additional lipids such as phospholipids, structural lipids, and PEG lipids. Nanoparticle compositions further including therapeutic and/or prophylactics such as RNA are useful in the delivery of therapeutic and/or prophylactics to mammalian cells or organs to, for example, regulate polypeptide, protein, or gene expression.

Cyclic Amidoalkylation of Hydrophosphorylic Compounds. Synthesis of Proline Analogs

A method for the synthesis of N-Cbz-protected phosphorylic analogs of proline by cyclic amidoalkylation of various hydrophosphorylic compounds was developed. Combination of amide and carbonyl fragments in the 4-N-Cbz-aminobutyraldehyde molecule allows to

Easily accessible and highly tunable bisphosphine ligands for asymmetric hydroformylation of terminal and internal alkenes

An efficient methodology for synthesizing a small library of easily tunable and sterically bulky ligands for asymmetric hydroformylation (AHF) has been reported. Five groups of alkene substrates have been tested with excellent conversions, moderate-to-excellent regio- and enantioselectivities. Among the best result of the reported literature, application of ligand 1 c in the highly selective AHF of the challenging substrate 2,5-dihydrofuran yielded almost one isomer in up to 99 % conversion along with enantiomeric excesses (ee) of up to 92 %. Highly enantioselective AHF of dihydropyrrole substrates is achieved using the same ligand, with up to 95 % ee and up to >1:50 β-isomer/α- isomer ratio. The simpler the better! An efficient method for the easy and tunable synthesis of a series of asymmetric hydroformylation (AHF) ligands from low-cost, commercially available starting materials has been reported. These ligands can give excellent conversions and moderate to excellent regio- and enantioselectivities for a broad range of mono- and disubstituted alkenes with a low catalyst loading (substrate-to-catalyst ratios (S/C) of 1000:1 to 3000:1).

MODULATORS OF HISTONE METHYLTRANSFERASE, AND METHODS OF USE THEREOF

Disclosed are compounds, pharmaceutical compositions containing the compounds, and the uses of the compounds and compositions as modulators of histone methyltransferases, and for treating diseases influenced by modulation of histone methyltransferase activity.

Enantioselective hydroformylation of N-vinyl carboxamides, allyl carbamates, and allyl ethers using chiral diazaphospholane ligands

Rhodium complexes of diazaphospholane ligands catalyze the asymmetric hydroformylation of N-vinyl carboxamides, allyl ethers, and allyl carbamates; products include 1,2- and 1,3-aminoaldehydes and 1,3-alkoxyaldehydes. Using glass pressure bottles, short reaction times (generally less than 6 h), and low catalyst loading (commonly 0.5 mol %), 20 substrates are successfully converted to chiral aldehydes with useful regioselectivity and high enantioselectivity (up to 99% ee). Chiral Roche aldehyde is obtained with 97% ee from the hydroformylation of allyl silyl ethers. Commonly difficult substrates such as 1,1- and 1,2-disubstituted alkenes undergo effective hydroformylation with 89-97% ee and complete conversion for six examples. Palladium-catalyzed aerobic oxidative amination of allyl benzyl ether followed by enantioselective hydroformylation yields the β3-aminoaldehyde with 74% ee.

Evaluation of diene hierarchies for Diels-Alder reactions en route to xestocyclamine A: Elaboration of an ansa bridge by B-alkyl Suzuki macrocyclization

A double Michael addition of amine 2 to 1 was a key reaction in the synthesis of the isoquinuclidine core 4 of xestocyclamine A, a protein kinase C inhibitor. The first ansa bridge was formed efficiently by a B-alkyl Suzuki coupling in 3. TBDPS = tert-but

A novel concept in combinatorial chemistry in solution with the advantages of solid-phase synthesis: Formation of N-betaines by multicomponent domino reactions

Advantages of solid-phase and liquid-phase synthesis are combined in a new concept of combinatorial chemistry: a domino sequence comprising Knoevenagel and hetero-Diels-Alder reactions, with subsequent hydrogenation starting from protected aminoaldehydes, 1.3-dicarbonyl compounds, and enol ethers leads to N-heterocycles of high diversity with a betaine structure, which are isolated in highly pure form by precipitation with diethyl ether (see scheme), Cbz = benzylocycarbonyl, Bn = benzyl.

Asymmetric Syntheses of the Naturally Ocurring β-Amino Acids, β-Lysine, β-Leucine and β-Phenyl-β-alanine via Nitrone Cycloaddition

A general asymmetric synthesis of β-amino acids is based on the dipolar cycloaddition of nitrones 7 (R* chiral) with vinyl acetate 8a, ketene acetals 8b or α-chloroacrylonitrile 8c.The cycloadducts 9 are converted either directly (9b) or via the isoxazolidones 10 (9a, 9c) into the free β-amino acids 11.Diastereoselectivity at C-3 in the adducts 9 ranges between 2:1 and 11:1.The natural β-amino acids, β-lysine, β-leucine and β-phenyl-β-alanine, have been prepared in this way.

Enantioselective Synthesis of Optically Pure (R)- and (S)-β-Lysine via Nitrone Cycloaddition

Optically pure (R)- and (S)-β-lysines have been obtained via cycloaddition of chiral nitrone (4) to vinyl acetate, followed by facile chromatographic separation of the four resulting acetates (5) into two pairs of C-5 epimers and conversion of each pair i

CONVENIENT SYNTHESES AND REACTIONS OF TWO KINDS OF BASIC α-DEHYDROAMINO ACID DERIVATIVES

Two kinds of basic N-carboxy α-dehydroamino acid anhydrides (ΔNCA) were synthesized by the cyclization of N-benzyloxycarbonyl (Cbz)-α-dehydro-ornithine and -lysine (DHA), derived from Cbz-aminoaldehydes and N-Cbz-2-(diethoxyphosphinyl)glycine esters.Moreover, facile conversion of Cbz as Nα-protecting group in DHA to Boc via ΔNCA was also successful.