71849-99-5

Upstream product

• 2935-35-5 (S)-2-phenylglycine 
• 93697-25-7 phenyl-(2,2,2-trichloro-acetylamino)-acetic acid 
• 111652-10-9 tert-Butoxycarbonylamino-phenyl-acetic acid tert-butyl ester 
• 67-56-1 methanol 
• 2835-06-5 phenylglycin 
• 78558-73-3 2-(tert-butoxycarbonylamino)-2-phenylacetonitrile 
• 704-18-7 2-(hydroxyimino)-2-phenylacetic acid 
• 155396-71-7 tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate 
• 1192350-25-6 C₂₀H₂₅NO₄S 
• 1192350-24-5 2,6-dimethylheptan-4-yl N-(phenyl(phenylsulfonyl)methyl)carbamate 
• 1192350-23-4 tert-pentyl N-(phenyl(phenylsulfonyl)methyl)carbamate 
• 1192350-28-9 1-(3,4-dimethoxyphenyl)-2-methylpropan-2-yl N-(phenyl(phenylsulfonyl)methyl)carbamate 
• 1192350-26-7 2-methyl-1-phenylpropan-2-yl N-(phenyl(phenylsulfonyl)methyl)carbamate 
• 532-28-5 (RS)-mandelonitrile 

Downstream Products

• 28172-57-8 C-Phenyl-N-cyclohexylcarbonyl-glycin 
• 28172-55-6 C-Phenyl-N--glycin 
• 113370-69-7 methyl N-(5-methyl-2-thienylmethylene)phenylglycinate 
• 113370-70-0 methyl N-(N-methylpyrrol-2-ylmethylene)phenylglycinate 
• 89330-86-9 methyl N-p-trifluoromethylbenzylidenephenylglycinate 
• 113370-75-5 methyl N-(5-methylhex-2-enylidene)phenylglycinate 
• 125700-06-3 (2-Chloro-benzoylamino)-phenyl-acetic acid methyl ester 
• 119817-55-9 methyl 2-benzoylamino-2-phenyl-acetate 
• 62045-89-0 (4-chloro-benzoylamino)-phenyl-acetic acid methyl ester 
• 125700-07-4 (4-Methoxy-benzoylamino)-phenyl-acetic acid methyl ester 
• 125700-09-6 (4-Nitro-benzoylamino)-phenyl-acetic acid methyl ester 
• 74817-73-5 methyl N-(2,2-dimethylpropylidene)phenylglycinate 
• 2935-35-5 (S)-2-phenylglycine 
• 875-74-1 (R)-phenylglycine 

Relevant academic research and scientific papers

Synthesis of 2-Aminocarboxylic Acids on the Basis of Metalated Lithium Acylates

2-Aminocarboxylic acids have been synthesized through the reaction of lithium acylate α-carbanions with alkyl nitrites to form α-hydroxyiminoacylates, followed by reduction of the latter with tin chloride. The reactions of lithium acylate α-carbanions, ge

Use of the chiral pool - Practical asymmetric organocatalytic strecker reaction with quinine

An efficient, organocatalytic enantiose-lective synthesis of N-arylsulfonyl α-amino nitriles from the corresponding α-amido sulfones has been developed. This quinine-catalyzed Strecker reaction provides the corresponding cyanated products in good yields a

A convenient synthesis of N-boc-protected α-aminonitriles from α-amidosulfones

Synthesis of N-Boc-protected α-aminonitriles starting from N-Boc-protected α-aminosulfones is described. Treatment of the sulfone with two equivalents of potassium cyanide in 2-propanol or dichloromethane- H2O under phase transfer condition affords crystalline N-Boc-protected α-aminonitriles in good yield. Hydrolysis of the aminonitriles provides a convenient access to racemic α-amino acids.

Method for the synthesis of amines and amino acids with organoboron derivatives

Amines and amino acids are prepared by reacting an amine, a carbonyl derivative, and an organoboron compound under mild conditions.

A new synthesis of α-arylglycines from aryl boronic acids

Aryl and heteroaryl boronic acids react with the adducts of amines and glyoxylic acid to give the corresponding α-aryl and α-heteroaryl glycine derivatives. Several examples of this reaction with m- and p- substituted aryl boronic acids as well as 3-thienyl, 2-thienyl, 2- furyl, 2-benzo[b]furyl and 2-benzo[b]thienyl boronic acids are described.

Asymmetric amino acid synthesis: Mitsunobu reaction on chiral cyanohydrins

BOC(SES)NH was reacted with chiral cyanohydrins using the Mitsunobu reaction to give good yields of protected α-aminonitriles, which were converted to chiral amino and imino acids.

INDIRECT ELECTROCHEMICAL α-METHOXYLATION OF N-ACYL AND N-CARBOALKOXY α-AMINO ACID ESTERS AND APPLICATION AS CATIONIC GLYCINE EQUIVALENTS

Indirect electrochemical methoxylation of N-acyl and N-carboalkoxy α-amino acid esters in α-position to nitrogen is possible, if chloride is used as mediator.The course of the reaction depends upon the protecting group as well as upon the amino acid side-chain.Increased electron withdrawing effects of the protecting group are accelerating the reaction.On the other hand aliphatic side-chains are diminishing the reactivity.High chloride ion concentrations improve the current yields surprisingly strong.

Synthesis of α-Amino Acids by Reaction of t-Butyl N-(t-Butoxycarbonyl)iminoacetate With C-Nucleophiles

The reaction of t-butyl N-(t-butoxycarbonyl)iminoacetate with Grignard reagents or enamines yields N-(t-butoxycarbonyl)amino acid t-butyl esters which can be easily converted into the free amino acids by treatment with acids.

A New α-Amino Acid Synthesis via an Acetimidate Rearrangement

A new efficient synthesis of α-amino acids from allyl alcohol derivatives via an acetimidate rearrangement has been developed.

Ueber die Enantiomerentrennung durch Verteilung zwischen fluessigen Phasen 3. Mitteilung. Selektivitaet der lipophilen Weinsaeureester fuer chirale Ammonium-Salze verschiedener Konstitution und Konfiguration

Several methods are described which allow determination on a small scale of the enantiomer distribution constant Q, and the affinity coefficient P, which characterize the enantioselectivity and the affinity of a lipophilic phase for ammonium salts of different constitution and configuration.The influence of concentration of the tartaric acid ester, temperature, concentration and type of the lipophilic anion on Q and P was investigated to find out favourable experimental conditions for resolutions of racemates by iterative processes, e.g. partition chromatography.The relation ship between Q and the configuration of aminoalcohols 1-12 was explored and the observed regularities are pointed out.In addition it was found that lipophilic tartaric acid esters are enantioselective to salts of threo-1,2-diphenyl-1,2-ethanediamine 13, and to phenylglycine and its derivatives 14-16.