47450-18-0

Basic information

• Product Name: Cbz-D-Val-Pro-OH
• Synonyms: Cbz-D-Val-Pro-OH
• CAS NO: 47450-18-0
• Molecular Weight: 348.399
• Mol File: 47450-18-0.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Cbz-D-Val-Pro-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Cbz-D-Val-Pro-OH(47450-18-0)
• EPA Substance Registry System: Cbz-D-Val-Pro-OH(47450-18-0)

Safety Data

• Hazardous Substances Data: 47450-18-0(Hazardous Substances Data)

Upstream product

• 3496-11-5 2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate 
• 147-85-3 L-proline 
• 1685-33-2 carbobenzoxy-D-valine 
• 2577-48-2 L-proline methyl ester 
• 51782-77-5 carbobenzoxy-D-valyl-L-proline methyl ester 
• 70945-47-0 1-((S)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-pyrrolidine-2-carboxylic acid 4-nitro-phenyl ester 
• 70945-47-0 1-((R)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-pyrrolidine-2-carboxylic acid 4-nitro-phenyl ester 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 5497-76-7 L-proline tert-butyl ester hydrochloride 
• 820239-44-9 benzyl (S)-(1-(1H-benzo[d][1,2,3]triazol-1-yl)-3-methyl-1-oxobutan-2-yl)carbamate 
• 52616-99-6 N-[(Phenylmethoxy)carbonyl]-L-valyl-L-proline tert-butyl ester 
• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 51827-14-6 N-[(Phenylmethoxy)carbonyl]-L-valyl-L-proline methyl ester 
• 33857-66-8 N-benzyloxycarbonyl-L-valine 2-pyridylthiol ester 

Downstream Products

• 1203578-12-4 [1-[2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-4-N-[Nα-(benzyloxycarbonyl)-valyl-propyl]cytosine]-3'-spiro-5''-[4''-amino-1'',2''-oxathiole-2'',2''-dioxide] 
• 1380332-70-6 Cbz-(L)-valyl-(L)-prolyl benzotriazole 
• 1380332-78-4 cyclo(Z-L-Val-D-Pro) 
• 195623-15-5 C₃₄H₄₂N₃O₇P 
• 1449306-45-9 C₃₃H₄₀N₃O₇P 
• 796865-77-5 C₃₈H₄₂N₃O₇P 
• 131545-53-4 Cbz-D-Val-Pro-Meg-OtBu 
• 791111-94-9 9-[(2-acetoxyethoxy)methyl]-2-N-[N-(benzyloxycarbonyl)-valyl-prolyl]guanine 
• 2854-40-2 cyclo-L-prolyl-L-valine 
• 1269409-82-6 5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]thymidine 
• 1269409-85-9 3-[5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]-2'-deoxy-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one 
• 1269409-86-0 5'-O-[N-(benzyloxycarbonyl)valylprolylvalyl]-2'-deoxy-5-[2-(p-pentylphenyl)ethyl]uridine 
• 1200967-51-6 N-benzyloxycarbonyl-L-valyl-N-[(1S)-3-methoxy-2-hydroxy-1-isopropyl-3-oxopropyl]-L-prolinamide 
• 291778-46-6 N-benzyloxycarbonyl-L-valyl-N-[(1S)-3-benzylamino-2-hydroxy-1-isopropyl-3-oxopropyl]-L-prolinamide 

Relevant articles and documents

A MedChem toolbox for cereblon-directed PROTACs

A modular chemistry toolbox was developed for cereblon-directed PROTACs. A variety of linkers was attached to a CRBN ligand via the 4-amino position of pomalidomide. We used linkers of different constitution to modulate physicochemical properties. We equipped one terminus of the linker with a set of functional groups, e.g. protected amines, protected carboxylic acids, alkynes, chloroalkanes, and protected alcohols, all of which are considered to be attractive for PROTAC design. We also highlight different opportunities for the expansion of the medicinal chemists' PROTAC toolbox towards heterobifunctional molecules, e.g. with biotin, fluorescent, hydrophobic and peptide tags.

A new benzotriazole-mediated stereoflexible gateway to hetero-2,5- diketopiperazines

Open chain Cbz-L-aa1-L-Pro-Bt (Bt=benzotriazole) sequences were converted into either the corresponding trans- or cis-fused 2,5- diketopiperazines (DKPs) depending on the reaction conditions. Thermodynamic tandem cyclization/epimerization afforded selectively the corresponding trans-DKPs (69-75%). Complementarily, tandem deprotection/cyclization led to the cis-DKPs (65-72%). A representative set of proline-containing cis- and trans-DKPs has been prepared. A mechanistic investigation, based on chiral HPLC, kinetics, and computational studies enabled a rationalization of the results. Stereoflexible route to DKPs: A convenient, versatile, and flexible benzotriazole-mediated methodology for the synthesis of proline-containing hetero-2,5-diketopiperazines (DKPs) is reported. Depending on the reaction conditions, either cis- or trans-configured DKPs were obtained starting from the same inexpensive l,l-dipeptidoyl benzotriazole key intermediate (see scheme). Kinetics, chiral HPLC, and computational studies forged a background for mechanistic rationalization. Copyright

Tripeptidylpeptidase inhibitors

A compound of formula wherein the substituents are defined as in the specification and salts or hydrates thereof is disclosed as well as a method of treating disorders associated with the inactivation or excessive degradation of cholecystokinin.