813459-59-5

Upstream product

• 34619-03-9 tert-butyldicarbonate 
• 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 
• 885-75-6 2-amino-1,2-diphenyl-ethanone; hydrochloride 
• 32493-66-6 2-(2-oxo-1,2-diphenylethyl)isoindoline-1,3-dione 
• 1484-50-0 desyl bromide 
• 451-40-1 phenyl benzyl ketone 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 144738-22-7 (1R,2S)-2-tert-butoxycarbonylamino-1-methoxy-1,2-diphenylethane 
• 142465-03-0 ((1S,2R)-2-Methoxy-1,2-diphenyl-ethyl)-methyl-carbamic acid tert-butyl ester 
• 813459-65-3 (2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ⁴-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester 
• 23204-70-8 (4S,5R)-4,5-diphenyl-1,3-oxazolidin-2-one 
• 1206227-48-6 tert-butyl (1S,2S)-2-(diphenylphosphino)-1,2-diphenylethylcarbamate 
• 1091606-67-5 (1S,2S)-2-(diphenylphosphino)-1,2-diphenylethanamine 
• 1091606-63-1 (4S,5R)-4,5-diphenyl-1,2,3-oxathiazolidine-3-carboxylic acid 1,1-dimethylethyl ester 2,2-dioxide 
• 144738-23-8 (1R,2S)-2-isopropylamino-1-methoxy-1,2-diphenylethane 
• 117857-85-9 (1S,2R)-2-methoxy-1,2-diphenylethylamine 

Relevant academic research and scientific papers

Asymmetric Transfer Hydrogenation: Dynamic Kinetic Resolution of α-Amino Ketones

A series of α-amino ketones were reduced using asymmetric transfer hydrogenation (ATH) through a dynamic kinetic resolution (DKR). The protecting group was matched to the reducing agent, and following optimization, a series of substrates were investigated, giving products in high diastereoselectivity, over 99% ee in several cases and full conversion. The methodology was applied to the enantioselective synthesis of an MDM2-p53 inhibitor precursor.

Synthesis of iron P-N-P' and P-NH-P asymmetric hydrogenation catalysts

Complexes of the type mer,trans-[Fe(P-N-P)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH-NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h-1 and up to 74% enantiomeric excess at 50 °C and 5-25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P)(NCMe)3][BF4]2 and [Fe(P-NH-P)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h-1 at 50°C and 25 atm of H2.

Dynamic kinetic resolution in the stereoselective synthesis of 4,5-diaryl cyclic sulfamidates by using chiral rhodium-catalyzed asymmetric transfer hydrogenation

The dynamic kinetic resolution of 4,5-diaryl cyclic sulfamidate imines was achieved via asymmetric transfer hydrogenation using a HCO2H/Et 3N mixture as the hydrogen source and chiral Rh catalysts (R,R)- or (S,S)-RhCl(TsDPEN)Cp* affo

Synthesis of chiral aminophosphines from chiral aminoalcohols via cyclic sulfamidates

(Chemical Equation Presented) Protic aminophosphines with multiple chiral centers were synthesized in good yields and high purity by the nucleophilic ring-opening of N-protected cyclic sulfamidates with metal phosphides, followed by hydrolysis and deprote

METHOD FOR THE PREPARATION OF AMINOPHOSPHINE LIGANDS AND THEIR USE IN METAL CATALYSTS

The present application is directed to i) a two-step method for synthesizing phosphme-ammophosphme (P,N,P) ligands, ii) the use of such ligands in the preparation of metal complexes as hydrogenation catalysts, and iii) ammophosphme (P,N) and phosphme-ammo

The Preparation of (1α,3β)-3-Hydroxycholestane-4,6-diene- 1,25-diol Diacetate from a 5,7-Diene Precursor: A New Method for the Synthesis of Heteroannular Dienes

Starting from the 7α-bromide 5a, a regioselective synthesis of (1α,3β)-3-hydroxycholestane-4,6-diene-1,25-diol diacetate (2) is described. The preparative removal of contaminating 5,7-diene 9 was accomplished by the formation of the corresponding Diels-Alder adduct 11. Acetylation of the diacetate 2 followed by acid-catalyzed elimination and rearrangement yielded styrene 13.

Studies on reaction conditions and new entry to chiral ligands in the chiral lithium amide-mediated enantioselective aldol reaction

Reaction conditions for the enantioselective aldol reaction of 2,2-dimethyl-3-pentanone (3) and benzaldehyde using the chiral lithium amide 1b as a chiral auxiliary were thoroughly investigated. All three procedures, that is, (1) the combined use of lithi