138942-75-3

Upstream product

• 89525-23-5 methyl (Z)-2-((benzyloxycarbonyl)amino)-2-pentenoate 
• 67-56-1 methanol 
• 127862-67-3 N-benzyloxycarbonyl-DL-norvaline 2,2,2-trifluoroethyl ester 
• 501-53-1 benzyl chloroformate 
• 2013-12-9 D-norvaline 
• 186581-53-3 diazomethane 
• 42918-89-8 (R)-2-(N-benzyloxycarbonylamino)pentanoic acid 
• 91230-11-4 (1-vinyl-butyl)-carbamic acid benzyl ester 
• 134306-33-5 Cbz-D,L-norvaline-OMe 

Downstream Products

• 883559-76-0 (4Z)-(6R)-6-benzyloxycarbonylaminonon-4-enal 
• 883559-75-9 ethyl (4Z)-(6R)-6-benzyloxycarbonylaminonon-4-enoate 
• 883559-77-1 benzyl (1R,2Z,6R,7R,9R)-(10-benzyloxy-6-hydroxy-7,9-dimethyl-8-oxo-1-propyl-dec-2-enyl)-carbamate 
• 883559-78-2 benzyl (9R,8R,7R,6R,2Z,1R)-(10-benzyloxy-6,8-dihydroxy-7,9-dimethyl-1-propyl-dec-2-enyl)-carbamate 
• 883559-71-5 benzyl (9S,8R,7R,6R,2Z,1R)-[10-benzyloxy-6,8-bis-(tert-butyl-dimethyl-silanyloxy)-7,9-dimethyl-1-propyl-dec-2-enyl]-carbamate 

Relevant academic research and scientific papers

Enzymatic reaction in supercritical fluid carbon dioxide using dry-ice

New enzymatic reactions in supercritical fluid carbon dioxide catalyzed by lipases (PPL, Lipase MY, Candida cylindracea Lipase), and Proteases (subtilisin Carlsberg, subtilisin 8397, immobilized papain) with high efficiency and yields in a simple high pressure reactor using readily available dry-ice have been developed.

2-OXO-1-IMIDAZOLIDINYL IMIDAZOTHIADIAZOLE DERIVATIVES

The present invention relates to 2-oxo-1-imidazolidinyl imidazothiadiazole derivatives, processes for preparing them, pharmaceutical compositions containing them and their use as pharmaceuticals.

Modular P-OP ligands in rhodium-mediated asymmetric hydrogenation: A comparative catalysis study

Highly efficient and enantioselective hydrogenation reactions for α-(acylamino)acrylates, itaconic acid derivatives and analogues, α-substituted enol ester derivatives, and α-arylenamides (25 substrates) catalyzed by chiral cationic rhodium complexes of a set of P-OP ligands have been developed. The catalytic systems derived from these P-OP ligands provided a straightforward access to enantiomerically enriched α-amino acid, carboxylic acid, amine, and alcohol derivatives that are valuable chiral building blocks. Excellent efficiencies (full conversion in all cases) and extremely high enantiomeric excesses (94-99% ee) were achieved for a wide range of α-substituted enol ester derivatives, regardless of the substitution pattern. The R-oxy group of the ligand (methoxy or triphenylmethoxy) strongly influences the enantioselectivity and catalytic activity. Greater steric bulk around the metal centre correlated to greater (or similar) enantioselectivity, but also to slower hydrogenation. Furthermore, the hydrogenation rates observed with the four model substrates follow the same trend, independently of the R-oxy group of the ligand: methyl 2-acetamidoacrylate>dimethyl itaconate>1-phenylvinyl acetate>N-(1- phenylvinyl)acetamide. A substrate-to-catalyst ratio (S/C) of up to 10,000:1 was sufficient for total hydrogenation of a model substrate of intermediate reactivity (dimethyl itaconate), and did not imply any loss in conversion or enantioselectivity. Copyright

Resolution of non-proteinogenic amino acids via microbial lipase-catalyzed enantioselective transesterification

A number of non-proteinogenic amino acids bearing aliphatic side chains were resolved with moderate to good enantioselectivities (E = 15-42) through the Burkholderia cepacia lipase-catalyzed enantioselective transesterification of the 2,2,2-trifluoroethyl esters of their N-benzyloxycarbonyl derivatives with methanol as a nucleophile in diisopropyl ether.

The total synthesis of pamamycin-607. Part 2: Synthesis of the C6-C18 domain

Synthesis of the C6-C18 domain of pamamycin-607 was achieved in ten steps and 7% overall yield from commercially available d-norvaline. The key asymmetric transformations included a Paterson anti aldol addition, an anti selective reduction of the resultan

Asymmetric synthesis of N-protected amino acids by the addition of organolithium carboxyl synthons to ROPHy/SOPHy-derived aldoximes and ketoximes.

A new asymmetric synthesis of alpha-amino acids is described in which the key step is the highly diastereoselective addition of organolithium carboxyl synthons (2-furyllithium, phenyllithium, vinyllithium) to (R)- and (S)-O-(1-phenylbutyl) oximes to give hydroxylamines, with vinyllithium being the most satisfactory nucleophilic reagent. Subsequent reductive cleavage of the N-O bond in hydroxylamines, followed by N-protection, and oxidative cleavage of the carboxyl precursor gave a range of N-protected amino acids and esters. The method was exemplified by the synthesis of a range of derivatives of non-proteinogenic amino acids such as 4-bromophenylalanine, tert-leucine, norvaline, cyclohexyl- and aryl-glycines, 2-amino-8-oxodecanoic acid (Aoda) and alpha-methylvaline.