212560-65-1

Upstream product

• 34619-03-9 tert-butyldicarbonate 
• 143216-63-1 (2R,4R)-4-Amino-4-phenyl-butane-1,2-diol 
• 172823-12-0 (R)-3-(N-tert-butoxycarbonylamine)-3-phenylpropanenitrile 
• 157732-87-1 (4S)-2,2-dimethyl-4-(2-phenylethyl)-1,3-dioxolane 
• 147976-19-0 (4S)-2,2-dimethyl-4-[(E)-2-phenylethenyl]-1,3-dioxolane 
• 75-07-0 acetaldehyde 
• 271600-36-3 N-[phenyl(toluene-4-sulfonyl)methyl]tert-butoxycarboxyamide 
• 158807-51-3 (R)-3-tert-butoxycarbonylamino-3-phenylpropionic acid methyl ester 
• 150884-50-7 benzaldehyde N-boc imine 
• 620990-03-6 Acetic acid (1R,3R)-3-benzyloxycarbonylamino-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenyl-propyl ester 
• 620990-01-4 (4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenyl-[1,2,3]oxathiazinane 2,2-dioxide 
• 620990-00-3 sulfamic acid 1-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenyl-propyl ester 
• 124988-64-3 (S)-4-phenyl-1,2-butanediol 
• 1100-88-5 benzyltriphenylphosphonium chloride 

Downstream Products

• 562817-60-1 (2S,3S)-1-(tert-butyloxycarbonyl)-2-phenyl-3-[(3,5)-bis(trifluoromethyl)benzyloxy]piperidine 
• 191669-62-2 (S)-tert-butyl 3-carbonyl-2-phenylpiperidine-1-carboxylic acid 
• 159249-47-5 tert-butyl (2S,3S)-3-hydroxy-2-phenylpiperidine-1-carboxylate 
• 148700-85-0 L 733060 
• 212560-68-4 (R)-ethyl 5-[(tert-butoxycarbonyl)amino]-5-phenylpentanoate 
• 212560-69-5 (R)-5-Amino-5-phenyl-pentanoic acid ethyl ester 
• 212560-70-8 (+)-(6R)-6-phenylpiperidin-2-one 
• 3466-80-6 (R)-(+)-6-phenylpiperidine 
• 212560-67-3 (E)-(R)-5-tert-Butoxycarbonylamino-5-phenyl-pent-2-enoic acid ethyl ester 

Relevant academic research and scientific papers

A Concise Enantioselective Synthesis of (+)-L-733,060 and (+)-T-2328 via Sequential Proline Catalysis

A new, sequential proline-catalyzed approach to the synthesis of (+)-L-733,060 and (+)-T-2328 in high optical purity (93% ee) is described starting from phenyl N-Boc imine. The strategy involves proline-catalyzed Mannich reaction of an arylimine with acet

Concise enantioselective synthesis of (+)-sertraline and (-)-CP-52002 using proline catalysis

A short enantioselective synthesis of (+)-sertraline and its C4 epimer (-)-CP-52002 with an overall yield of 30%, respectively, as its hydrochloride has been described. The key steps are the proline catalyzed Mannich reaction of acetaldehyde and acid catalyzed intramolecular Friedel-Crafts' alkylation reaction of olefin proceeding with high optical purities.

Controlling stereoselectivity in the aminocatalytic enantioselective mannich reaction of aldehydes with in situ generated N-carbamoyl imines

A simple and convenient method for the direct, aminocatalytic, and highly enantioselective Mannich reactions of aldehydes with in situ generated N-carbamoyl imines has been developed. Both α-imino esters and aromatic imines serve as suitable electrophilic components. Moreover, the judicious selection of commercially available secondary amine catalysts allows selective access to the desired stereoisomer of the N-tert-butoxycarbonyl (Boc) or N-carbobenzyloxy (Cbz) Mannich adducts, with high control over the syn or anti relative configura-tion and almost perfect enantioselectivity. Besides the possibility to fully control the stereochemistry of the Mannich reaction, the main advantage of this method lies in the operational simplicity; the highly reactive N-carbamate-protected imines are generated in situ from stable and easily handled aamido sulfones. 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

Preparation of an advanced phenylglycine-derived intermediate en route to the southern hemisphere tetraene of viridenomycin

A high-yielding synthesis of a phenylglycine derived (E,Z)-dienylboronate en route to the C16-C23 tetraene of the polyene macrolide viridenomycin is described. Crucial to this synthesis was the development of conditions enabling ready access to synthetically useful amino acid derivatives that should be widely applicable to other amino acids. These conditions confer advantages of increased yield and reliability over many of the existing literature alternatives, and also circumvent several of the problems encountered when dealing with such derivatives. The synthesis features a highly selective Heck coupling between an N-protected (Z)-alkenyl iodide and a hexylene glycol derived vinylboronate ester.

Stereoselective synthesis of the 1,N2-deoxyguanosine adducts of cinnamaldehyde. A stereocontrolled route to deoxyguanosine adducts of α,β-unsaturated aldehydes

α,β-Unsaturated aldehydes (enals) react with deoxyguanosine and have mutagenic potential. For higher enals, the reaction of deoxyguanosine gives diastereomeric 6-substituted 8-hydroxypyrimidopurinone products. These stereoisomers may have different local

Synthesis and applications of nonracemic β-amino aldehydes to the asymmetric synthesis of piperdines: (+)-Dihydropinidine

New methodology for the enantioselective synthesis of stable N-protected β-amino aldehydes 5 and 6, and their application to the asymmetric synthesis of (+)-2-phenylpiperdine (11) and (+)-dihydropinidine (14) is described.