868783-63-5

Upstream product

• 868783-62-4 tert-butyl methyl(2-nitrobenzyl)carbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1904-69-4 2-amino-N-methylbenzylamine 
• 56222-08-3 (2-nitrobenzyl)methylamine 
• 552-89-6 2-nitro-benzaldehyde 

Downstream Products

• 1093176-74-9 N-Boc-N-(2-(bis(benzenesulfonyl)amino)benzyl)methylamine 

Relevant academic research and scientific papers

GLUCURONIDE PRODRUGS OF TOFACITINIB

The invention relates to glucuronide prodrug compounds of the Janus kinase (JAK) inhibitor tofacitinib having formula (I): (Formula (I)) where A1 and R1 are as defined. The invention also relates to pharmaceutical compositions comprising such compounds; methods of using such compounds to treat gastrointestinal inflammatory diseases; and processes and intermediates for preparing such compounds.

GLUCURONIDE PRODRUGS OF JANUS KINASE INHIBITORS

The invention relates to glucuronide prodrug compounds of Janus kinase (JAK) inhibitors having formula I: where W1, R1 and A1 are as defined. The invention also relates to pharmaceutical compositions comprising such compounds; methods of using such compounds to treat gastrointestinal inflammatory diseases; and processes and intermediates for preparing such compounds.

Stable and Rapid Thiol Bioconjugation by Light-Triggered Thiomaleimide Ring Hydrolysis

Maleimide-mediated thiol-specific derivatization of biomolecules is one of the most efficacious bioconjugation approaches currently available. Alarmingly, however, recent work demonstrates that the resulting thiomaleimide conjugates are susceptible to breakdown via thiol exchange reactions. Herein, we report a new class of maleimides, namely o-CH2NHiPr phenyl maleimides, that undergo unprecedentedly rapid ring hydrolysis after thiol conjugation to form stable thiol exchange-resistant conjugates. Furthermore, we overcome the problem of low shelf lives of maleimide reagents owing to their propensity to undergo ring hydrolysis prior to bioconjugation by developing a photocaged version of this scaffold that resists ring hydrolysis. UV irradiation of thiol bioconjugates formed with this photocaged maleimide unleashes rapid thiomaleimide ring hydrolysis to yield the desired stable conjugates within 1 h under gentle, ice-cold conditions.

The endocyclic restriction test: The geometries of nucleophilic substitutions at sulfur(VI) and sulfur(II)

(Chemical Equation Presented) The trajectories for nucleophilic substitutions at sulfur(VI) and sulfur(II) have been investigated by the endocyclic restriction test. On the basis of double-labeling experiments, the sulfur(VI) transfer in the conversion of 1 to 2 is found to be intramolecular, while the sulfur(VI) transfer in the conversion of 3 to 4 and the sulfur(II) transfer in the conversion of 5 to 6 are found to be intermolecular. These results are taken to be consistent with transition structures for these sulfur transfer reactions which require a large angle between the entering and leaving group, a geometry analogous to apical group positions in trigonal bipyramidal transition states.

NEW HALOALKYLSULFONANILIDE DERIVATIVE, HERBICIDE, METHOD FOR USING THE SAME AND INTERMEDIATE THEREFOR

PROBLEM TO BE SOLVED: To provide a herbicide excellently safe for humans and animals, having high selectivity for crops, exhibiting high herbicidal effects with a low dose and having wide applicability, persistence of the effects and excellent selectivity between crops and weeds and especially excellent performances as a paddy herbicide. SOLUTION: A haloalkylsulfonanilide derivative is represented by general formula (I) [wherein, R1 denotes a halo(1-6C)alkyl; R2 and R5 denote each an H, a (1-6C)alkyl, a (substituted) phenyl(1-6C)alkyl or the like; R3, R4, R6 and R7 denote each an H, a (1-6C)alkyl, a (3-6C)cycloalkyl, a halogen, a CN or the like; R3 and R4 may mutually be bound to form a 3- to a 7-membered ring; R6 and R7 may mutually be bound to form a 3- to a 7-membered ring; A denotes O or S; G denotes O, S or a CR8, R9 {wherein, R8 and R9 denote each H, a (1-6C)alkyl or the like}; Q denotes a (1-6C)alkyl, a (substituted) (3-6C)cycloalkyl or the like; a and b denotes each 0 or 1; and X denotes H, a halogen, a (1-6C)alkyl, a (substituted) phenyl, a (substituted) heterocyclic ring or the like]. The herbicide comprises the haloalkylsulfonanilide derivative or its salts as an active ingredient. COPYRIGHT: (C)2006,JPO&NCIPI

The development of a manufacturing route for the GPIIb/IIIa receptor antagonist SB-214857-A. Part 1: Synthesis of the key intermediate 2,3,4,5-tetrahydro-4-methyl-3-oxo-1H-1,4-benzodiazepine-2-acetic acid methyl ester, SB-235349

The development of an efficient manufacturing route to 2,3,4,5-tetrahydro-4-methyl-3-Oxo-1H-1,4-benzodiazepine-2-acetic acid methyl ester SB-235349, a key intermediate in the synthesis of lotrafiban is described. The synthesis starts with 2-nitrobenzyl alcohol which is mesylated, reacted with methylamine and then dimethylacetylene dicarboxylate followed by reduction of the nitro group. Treatment of the resultant aniline with acid gives an intermediate quinazoline which rearranges on treatment with base to give a 1,4-benzodiazapine. Reduction of the exocyclic double bond affords SB-235349. The process can be run without isolation of any of the intermediates and has been used to prepare several tons of SB-235349.