91084-05-8

Upstream product

• 1363553-23-4 (S)-methyl 2-(5,6-dimethoxyisoindolin-2-yl)-3-phenylpropanoate 
• 1363553-29-0 (S)-methyl 2-((2-(chloromethyl)-4,5-dimethoxybenzyl)(ethoxycarbonyl)amino)-3-phenylpropanoate 
• 63-91-2 L-phenylalanine 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 64-17-5 ethanol 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 91083-96-4 Methyl N-(ethoxycarbonyl)-N,p-dinitrophenylalaninate 
• 95205-30-4 methyl N-ethoxycarbonyl-N-nitrosophenylalaninate 
• 161646-29-3 (S)-ethyl (1-hydroxy-3-phenylpropan-2-yl)carbamate 
• 212514-39-1 [(S)-1-Benzyl-2-oxo-3-(toluene-4-sulfonyl)-propyl]-carbamic acid ethyl ester 
• 871210-02-5 2(S)-(ethoxycarbonylamino)-6,6,7,7,8,8,9,9,10,10,11,11,11-tridecafluoro-1-phenyl-undecan-3-one 
• 871210-08-1 2(S)-(ethoxycarbonylamino)-3,3-bis(1'H,1'H,2'H,2'H-perfluorooctyl)-1-phenyl-propan-3-ol 
• 857637-92-4 (4S,5R)-4-benzyl-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-oxazolidin-2-one 
• 871210-26-3 (2S,3R)-2-amino-6,6,7,7,8,8,9,9,10,10,11,11,11-tridecafluoro-1-phenyl-undecan-3-ol 
• 871210-15-0 (2S,3R)-2-(ethoxycarbonylamino)-6,6,7,7,8,8,9,9,10,10,11,11,11-tridecafluoro-1-phenyl-undecan-3-ol 
• 768391-47-5 (S,S,S)-tris[2-(N-methylamino)-3-phenylpropyl]amine 
• 768391-49-7 (S,S,S)-tris(N-ethoxycarbonyl-2-amino-3-phenylpropyl)amine 
• 212514-43-7 [(S)-1-Benzyl-2-oxo-3-(toluene-4-sulfonyl)-hex-5-enyl]-carbamic acid ethyl ester 

Relevant academic research and scientific papers

Urethanes synthesis from oxamic acids under electrochemical conditions

Urethane synthesis via oxidative decarboxylation of oxamic acids under mild electrochemical conditions is reported. This simple phosgene-free route to urethanes involves an in situ generation of isocyanates by anodic oxidation of oxamic acids in an alcoholic medium. The reaction is applicable to a wide range of oxamic acids, including chiral ones, and alcohols furnishing the desired urethanes in a one-pot process without the use of a chemical oxidant.

Copper-Catalyzed One-Pot Synthesis of N -Aryl Oxazolidinones from Amino Alcohol Carbamates

An efficient sequential intramolecular cyclization of amino alcohol carbamates followed by Cu-catalyzed cross-coupling with aryl iodides under mild conditions has been developed. The reaction occurred in good yields and tolerated aryl iodides containing functionalities such as nitriles, ketones, ethers, and halogens. Heteroaryl iodides and substituted amino alcohol carbamates were also well tolerated.

1,2-Dimethoxy-4,5-dimethylene: A new protecting group for acyclic amino acid derivatives prepared by Stevens rearrangement

A new protecting group, 1,2-dimethoxy-4,5-dimethylene, for acyclic amino acid derivatives could be introduced by N,N-dialkylation with 1,2-bis(bromomethyl)-4,5-dimethoxybenzene (1) and removed via amine de-alkylation with acyl chlorides. The method can be used with base-induced [2,3] and [1,2] Stevens rearrangement products.

FLUOROUS OXAZOLIDINONE CHIRAL AUXILIARY COMPOUNDS AND METHODS OF MANUFACTURE

The present invention relates generally to perfluoroalkyl chiral auxiliary compounds and methods of manufacture. These compounds have the functionality to effectively support the synthesis of chiral compounds in single reactions, high-throughput parallel recations, or combinatorial reactions The invention relates to two oxazolidmone chiral auxiliaries (1) and (2): wherein Rf is a perfluoroalkyl group having the general formula (CH2)x-CyF2y+1 where x = 1-5 and y = 4-10 and wherein B is an unfunctionalized aryl, alkyl or arylalkyl group Pn a preferred embodiment, x = 2 and y = 6 and B is derived from unfunctionalized ammo acids The ammo acids may be from either the D- or L- series, and are preferably enantiomeπcally pure or in very high enantiomeric excess in either configuration.

Practical synthesis of fluorous oxazolidinone chiral auxiliaries from α-amino acids

A series of new fluorous-supported oxazolidinone chiral auxiliaries has been prepared using a versatile and general five-step pathway, starting from readily available chiral α-amino acids. The key feature of this synthesis is the efficient generation of a suitably active perfluoroalkyllithium species. By use of this protocol, the auxiliaries can be obtained in high enantiomeric purity and on multigram scales from L-phenylalanine and L-valine with overall yields as high as 55%. The new methodology also incorporates fluorous solid-phase extraction on the large scale, allowing bulk quantities (up to 25 g) of fluorous compounds to be purified from the crude reaction mixture.

P[(S,S,S)-CH3NCH(CH2Ph)CH2]3N: A new C3-symmetric enantiomerically pure proazaphosphatrane

A new approach for the synthesis of C3-symmetric proazaphosphatranes with chirality at the bridging methylene positions is reported. Graphical abstract

Synthesis of Carbamates Using Yttria-Zirconia Based Lewis Acid Catalyst

A variety of amines react with chloroformates in the presence of catalytic amount of yttria-zirconia based catalyst to afford the corresponding carbamates in excellent yields.

A simple and efficient procedure for the preparation of chiral 2-oxazolidinones from α-amino acids

A modified procedure for the title transformation is described which avoids: (i) a potentially hazardous borane reduction step, and (ii) the intermediacy of water soluble amino alcohols.