158380-75-7

Upstream product

• 158380-72-4 N-benzyl-N-(tert-butoxycarbonyl)-L-leucinol 
• 154129-74-5 (S)-methyl 2-(benzyl(tert-butoxycarbonyl)amino)-4-methylpentanoate 
• 61-90-5 L-leucine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 100-52-7 benzaldehyde 
• 749189-41-1 C₁₃H₁₇NO₂ 
• 1325715-24-9 2-(benzyl(tert-butoxycarbonyl)amino)-4-methylpentanoic acid 
• 1325715-46-5 tert-butyl benzyl(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-yl)carbamate 
• 2743-42-2 (S)-2-(benzylamino)-4-methylpentanoic acid 
• 10249-88-4 (S)-4-methyl-[(phenylmethyl)amino]pentan-1-ol 
• 7533-40-6 (S)-2-amino-4-methylpentan-1-ol 
• 66399-70-0 N-benzyl-L-leucine methyl ester 
• 100-39-0 benzyl bromide 
• 7517-19-3 methyl (L)-leucinate hydrochloride 

Downstream Products

• 1325809-21-9 C₁₄H₁₉N₃ 
• 1325715-68-1 1-benzyl-5-isobutyl-1H-imidazol-2-amine hydrochloride 
• 158380-79-1 methyl (2S,3S)-3--2-hydroxy-5-methylhexanoate 

Relevant academic research and scientific papers

Oxazolidinones and 2,5-Dihydrofurans via Zinc-Catalyzed Regioselective Allenylation Reactions of l -α-Amino Aldehydes

The simultaneous control of diastereoselectivity and regioselectivity in Zn-catalyzed allenylation reactions of N-protected l-α-amino aldehydes is reported. A reversal in diastereoselectivity could be realized by variation of the α-amino aldehyde protecti

Substrate-Controlled Diastereoselectivity Reversal in NHC-Catalyzed Cross-Benzoin Reactions Using N-Boc-N-Bn-Protected α-Amino Aldehydes

The effectiveness of utilizing N-Bn-N-Boc-α-amino aldehydes in cross-benzoin reactions with heteroaromatic aldehydes is demonstrated. The reaction is both chemoselective and syn-selective, making it complementary to the anti-selective cross-benzoin reaction of NHBoc-α-amino aldehydes. Good diastereoselectivity is obtained for a variety of amino aldehydes, including nonhindered ones. A Felkin-Anh model can be used to rationalize the observed diastereoselectivity.

A facile synthesis of 1,5-disubstituted-2-aminoimidazoles: Antibiotic activity of a first generation library

An efficient synthetic route to 1,5-disubstituted 2-aminoimidazoles from readily available amino acids and aldehydes has been developed. A library of simple analogues was synthesized and several compounds were shown to exhibit notable antibiotic activity

Scope and limitations of the alkylidene carbene 1,5-CH insertion reactions of α-amino acid-derived substrates

A range of α-amino acid-derived cyclisation precursors were synthesised from suitably protected α-amino esters, via a Dibal-H/Wittig/catalytic hydrogenation strategy and each of these was subjected to alkylidene carbene-forming conditions (lithio(trimethy

Stereoselective Synthesis of (2S,3S)-Norstatine Derivatives by Addition of Lithiated Methoxyallene to Amino Aldehydes and Subsequent Ozonolysis

Addition of lithiated methoxyallene 2 to optically active N-benzyl-Boc-protected amino aldehydes 12-14 and to aldehyde 16 provides products 17-20 with good to excellent diastereoselectivity.These adducts are subsequently cleaved by ozonolysis to give α-hydroxy-β-amino acid derivatives 21-25 in good overall yield.By conversion into an oxazolidone derivative, the configuration of the major diastereomer was determined to be anti (2S,3S).Thus, the additions of 2 follow the course proposed by the Felkin-Anh model and are not ruled by chelation effects.The diastereoselective synthesis of 22 constitutes one of the simplest routes to a protected norstatine derivative. - Key Words: Methoxyallene / Allenes / Aldehydes, α-amino / Lithium compounds / Ozonolysis / Norstatine derivatives