158530-69-9

Upstream product

• 173914-59-5 (3S)-3-(acetylamino)-4-hydroxy-4,4-diphenylbutyl acetate 
• 173914-61-9 (3S)-3-(acetylamino)-4,4-diphenylbutyl acetate 
• 158530-68-8 (S)-2-amino-1,1-diphenylbutane-1,4-diol 

Downstream Products

• 1266398-79-1 (S)-2-benzhydryl-3,4-dihydro-2H-pyrimido[2,1-b]benzothiazole 
• 1266398-69-9 (S)-3-(benzo[d]thiazol-2-ylamino)-4,4-diphenylbutan-1-ol 
• 158530-72-4 (S)-N¹-((S)-3-Amino-4,4-diphenyl-butyl)-4,4-diphenyl-butane-1,3-diamine 
• 173605-88-4 Bis-((S)-4,4-diphenyl-3-pyrrol-1-yl-butyl)-carbamic acid tert-butyl ester 
• 173605-87-3 Bis-((S)-4,4-diphenyl-3-pyrrol-1-yl-butyl)-amine 
• 173914-63-1 (S)-2-tert-butoxycarbonylamino-4-methanesulphonyloxy-1,1-diphenylbutane 
• 173914-64-2 (S)-2-tert-butoxycarbonylamino-4-benzylamino-1,1-diphenylbutane 
• 173605-86-2 (S)-4-methanesulfonyloxy-1,1-diphenyl-2-(1-pyrrolyl)-butane 
• 158530-71-3 N-benzyl-N,N-bis<(S)-4,4-diphenyl-3-(1-pyrrolyl)-butyl>amine 
• 173605-89-5 N-tert-butoxycarbonyl-N,N-bis<(S)-4,4-diphenyl-3-formamidobutyl>amine 
• 173914-62-0 (S)-2-tert-butoxycarbonylamino-1,1-diphenylbutan-4-ol 

Relevant academic research and scientific papers

Synthesis of Chiral Bicyclic Guanidinium Salts using Di(imidazole-1-yl)methanimine

A detailed account of the synthesis of chiral bicyclic guanidinium salts is presented. This work represents the first systematic investigation of an approach toward the challenging target molecules via a key guanylation step employing di(imidazole-1-yl)methanimine (6) followed by a two-fold cyclization, which resulted in guanidinium salts 8 and 10. Factors governing the regioselectivity of the final cyclization step are discussed based on further data obtained in the course of the attempted syntheses of two additional bicyclic guanidinium salts.

Synthesis of (S)-2-amino-1,1-diphenylbutan-4-ol; conversion of an α-amino acid into an α-(diphenylmethyl) amine without loss of optical purity

The title amino-alcohol 4 is an intermediate for the preparation of chiral bicyclic amidines and guanidines, and also for polyamines with potential as ligands in enantioselective catalysis. It has been synthesized from (S)-methionine 1 via (S)-homoserine lactone 2 and amino-diol 3. Hydrogenolysis of the doubly benzylic hydroxyl group in 3 proved non-trivial, but was eventually achieved through the application of catalytic transfer methodology to the bis-acetyl derivative 14.

(4S,8S)-4,8-Bis(diphenylmethyl)-1,5,7-triazabicyclodec-5-ene; a Hindered, Chiral, Bicyclic Guanidine Base with Effective C2-Symmetry

The title compound 5 is prepared from L-methionine and investigated by computational, NMR spectroscopic and other techniques; the results indicate that the N/NH groups of 5 and its conjugate acid occupy hindered, chiral environments due to the disposition of the bulky diphenylmethyl substituents.