124028-06-4

Upstream product

• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 21691-50-9 Ala-OtBu 
• 1432584-74-1 (S)-tert-butyl 2-((S)-3-((S)-1-(((benzyloxy)carbonyl)amino)-2-methylpropyl)-1,2-oxaziridin-2-yl)propanoate 
• 1432584-73-0 (S)-tert-butyl 2-((R)-3-((S)-1-(((benzyloxy)carbonyl)amino)-2-methylpropyl)-1,2-oxaziridin-2-yl)propanoate 
• 83451-16-5 (S)-tert-butyl 2-(hydroxyamino)propanoate 
• 1243692-16-1 (S)-tert-butyl 2-(cyanomethylamino)propanoate 
• 13404-22-3 tert-butyl L-alaninate hydrochloride 
• 1432584-72-9 (S,Z)-N-((S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutylidene)-1-(tert-butoxy)-1-oxopropan-2-amine oxide 
• 138754-84-4 N-benzyloxycarbonyl-L-valinal 
• 114744-84-2 N^α-(benzyloxycarbonyl)-N-methoxy-N-methyl-L-valinamide 

Relevant academic research and scientific papers

CYTOTOXIC BIS-BENZODIAZEPINE DERIVATIVES AND CONJUGATES THEREOF WITH CELL-BINDING AGENTS FOR INHIBITING ABNORMAL CELL GROWTH OR FOR TREATING PROLIFERATIVE DISEASES

The invention relates to benzodiazepine derivatives with antiproliferative activity and more specifically to benzodiazepine compounds of formulae (I), (II), (TI) and (T2). The invention also provides conjugates of the benzodiazepine compounds linked to a

Synthesis of Highly Potent N-10 Amino-Linked DNA-Alkylating Indolinobenzodiazepine Antibody-Drug Conjugates (ADCs)

Indolinobenzodiazepine DNA alkylators (IGNs) are the cytotoxic payloads in antibody-drug conjugates (ADCs) currently undergoing Phase I clinical evaluation (IMGN779, IMGN632, and TAK164). These ADCs possess linkers that have been incorporated into a central substituted phenyl spacer. Here, we present an alternative strategy for the IGNs, linking through a carbamate at the readily available N-10 amine present in the monoimine containing dimer. As a result, we have designed a series of N-10 linked IGN ADCs with a wide range of in vitro potency and tolerability, which may allow us to better match an IGN with a particular target based on the potential dosing needs.

CYTOTOXIC BENZODIAZEPINE DERIVATIVES

The invention relates to novel benzodiazepine derivatives with antiproliferative activity and more specifically to novel benzodiazepine compounds of formula (I)-(VI). The invention also provides conjugates of the benzodiazepine compounds linked to a cell-binding agent. The invention further provides compositions and methods useful for inhibiting abnormal cell growth or treating a proliferative disorder in a mammal using the compounds or conjugates of the invention.

Amides in one pot from Carboxylic Acids and Amines via Sulfinylamides

An efficient method has been developed for the direct amidification of carboxylic acids via sulfinylamides preformed in situ by the reaction of pure amines with prop-2- ene-1-sulfinyl chloride. The method can be applied to aliphatic acids, including pivalic acid, aromatic acids, and primary and secondary amines. It is compatible with acids bearing unprotected alcohol, phenol, and ketone moieties and applicable to the synthesis of peptides. It does not induce their a-epimerization.

Amide formation in one pot from carboxylic acids and amines via carboxyl and sulfinyl mixed anhydrides

An efficient method has been developed for the preparation of yet unknown acyclic mixed anhydrides of carboxylic and sulfinic acids. Sterically hindered 2-methylbut-3-ene-2-sulfinyl carboxylates add primary and secondary amines preferentially onto the carbonyl moieties realizing a new method for the one-pot preparation of carboxamides. It uses 1:1 mixtures of carboxylic acids and amines without a base, requires no excess of reagents, and liberates only volatile coproducts. Protected di- and tripeptides have been prepared in solution without epimerization by application of this method.

Peptide fragment coupling using a continuous-flow photochemical rearrangement of nitrones

Go with the flow: A general approach for amide bond formation by way of a continuous-flow photochemical rearrangement of nitrones was described (see scheme). Simple aryl-alkyl amide bonds as well as complex peptide bonds were constructed efficiently with a residence time less than 20minutes. A tetrapeptide was synthesized in this way and the method could be applied to peptide fragment coupling. Copyright