21028-15-9

Upstream product

• 18409-49-9 N-carbamoyl-L-alanine 
• 192126-57-1 (2S,3S)-3-(2-benzoyl-1-tert-butoxycarbonylhydrazino)-1,2-butanediol 
• 32644-15-8 (S)-2-bromopropanoic acid 
• 54600-98-5 N^α,N^β-Di(benzyloxycarbonyl)-DL-α-hydrazinopropionsaeure 
• 142068-29-9 ethyl pyruvate benzoylhydrazone 
• 54656-20-1 L-α-Hydrazinopionsaeure-t-butylester 
• 57463-30-6 (S)-2-(N'-Acetyl-hydrazino)-propionic acid ethyl ester 

Downstream Products

• 54631-40-2 L-α-Hydrazinopionsaeureaethylester 
• 1447498-11-4 (S)-2-(2-((benzyloxy)carbonyl)hydrazinyl)propanoic acid 
• 1447498-03-4 (S)-2-(2-((S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoyl)hydrazinyl)propanoic acid 
• 56-41-7 L-alanin 

Relevant academic research and scientific papers

A chiral hydrazone derived from D-glyceraldehyde: A convenient starting material for the stereoselective synthesis of α-hydrazino acids

The chiral hydrazone synthesized from 2,3-di-O-benzyl-D-glyceraldehyde and benzoic acid hydrazide undergoes addition with methylmagnesium bromide in the presence of cerium trichloride in a diastereoselective manner. The major addition compound can be easi

Syntheses of hydrazino peptides and conjugates

(α-Benzyloxycarbonyl-aminoacyl)benzotriazolides (Cbz = benzyloxycarbonyl) underwent a coupling reaction with α-hydrazino acids under microwave irradiation to form hybrid hydrazino dipeptides (42-71 %). Chiral acylations of β-N-Cbz-α-hydrazino acylbenzotriazolides were successfully carried out with N-, S-, O-, and C-nucleophiles in yields of 49-88 %. Benzyloxycarbonyl-protected hybrid hydrazino dipeptides and benzyloxycarbonyl-protected hydrazino aminoacyl conjugates with N-, S-, O-, and C-nucleophiles were prepared by using benzotriazole methodology. Copyright

Catalytic asymmetric reductive amination of ketones via highly enantioselective hydrogenation of the C=N double bond

We describe a convenient, chemoselective asymmetric reductive amination procedure for the conversion of ketones to chiral hydrazines and amines. The key step in the three-step process is enantioselective DuPHOS-Rh-catalyzed hydrogenation of the C=N double bond of N-acylhydrazones. Detailed optimization studies revealed the effect of solvent, temperature, and the N- acyl group on the enantioselectivity and catalytic efficiency of the reaction. The reduction products, N-acylhydrazines, were converted to hydrazines or amines through hydrolysis or treatment with samarium(II) iodide, respectively.

PRACTICAL SYNTHESIS OF OPTICALLY ACTIVE α-HYDRAZINO ACIDS FROM α-AMINO ACIDS

Simple amino acids (1) can be converted in fair to good yield into hydrazino acids (3) of like configuration by using KOCl instead of NaOCl to promote the Shestakov rearrangement of the intermediate hydantoic acids (2).