59830-60-3

Basic information

• Product Name: CBZ-L-PHENYLALANINAL
• Synonyms: CBZ-L-PHENYLALANINAL;(S)-(-)-2-(Benzylcarbonylamino)-3-phenylpropanal;(S)-Benzyl (1-oxo-3-phenylpropan-2-yl)carbamate
• CAS NO: 59830-60-3
• Molecular Formula: C₁₇H₁₇NO₃
• Molecular Weight: 283.32178
• Mol File: 59830-60-3.mol
• Article Data: 94

Chemical Properties

• Boiling Point: 450.4 °C at 760 mmHg
• Flash Point: 226.2 °C
• Appearance: /
• Density: 1.168
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: CBZ-L-PHENYLALANINAL(CAS DataBase Reference)
• NIST Chemistry Reference: CBZ-L-PHENYLALANINAL(59830-60-3)
• EPA Substance Registry System: CBZ-L-PHENYLALANINAL(59830-60-3)

Safety Data

• Hazardous Substances Data: 59830-60-3(Hazardous Substances Data)

Usage

General Description

CBZ-L-PHENYLALANINAL is a synthetic organic compound that belongs to the class of phenylalanine derivatives. It is commonly used as a starting material in the synthesis of various pharmaceuticals and fine chemicals. This chemical is known for its ability to selectively react with carboxylic acids, amines, and other functional groups, making it a versatile building block for chemical synthesis. CBZ-L-PHENYLALANINAL has also been studied for its potential pharmacological properties, particularly as an inhibitor of certain enzymes and receptors in the human body. Overall, this compound plays a crucial role in the development of new drugs and chemical compounds in the pharmaceutical industry.

Upstream product

• 42998-44-7 rac-N-benzyloxycarbonyl-phenylalanine ethyl ester 
• 6372-14-1 (2S)-2-(N-benzyloxycarbonyl)-amino-3-phenyl propanol 
• 3588-57-6 Z-DL-Phe-OH 
• 150-30-1 Phenylalanine 
• 501-53-1 benzyl chloroformate 
• 3182-93-2 ethyl 2-amino-3-phenylpropanoate hydrochloride 
• 6372-14-1 N-((benzyloxy)carbonyl)-L-phenylalaninol 
• 59830-61-4 benzyl 1-benzyl-2,2-dimethoxyethylcarbamate 
• 1217341-14-4 C₁₈H₂₃NO₂ 
• 1084820-37-0 1,1-dimethoxy-3-phenylpropan-2-one oxime 
• 55707-43-2 1-benzyl-2,2-dimethoxyethylamine 
• 100-46-9 benzylamine 
• 62750-39-4 1-<(Benzyl-carbobenzoxyamino)-acetyl>-imidazol 
• 1161-13-3 N-Cbz-L-Phe 

Downstream Products

• 68437-25-2 7c-benzyl-5,6t-dimethyl-1,9-dioxo-(3ar,6ac,9acC¹)-3a,6,6a,7-tetrahydro-3H-furo[3,4-d]isoindole-8-carboxylic acid benzyl ester 
• 154659-14-0 (2S,3R,4R)-2--1,6-diphenylhexane-3,4-diol 
• 126015-23-4 (2S,3S)-3-[[(benzyloxy)carbonyl]amino]-2-hydroxy-4-phenylbutanoic acid methyl ester 
• 126015-22-3 (2R,3S)-3-[[(benzyloxy)carbonyl]amino]-2-hydroxy-4-phenylbutanoic acid methyl ester 
• 59830-61-4 (S)-(1-benzyl-2,2-dimethoxyethyl)carbamic acid benzyl ester 
• 139449-05-1 (S)-2-((S)-2-Benzyloxycarbonylamino-1-cyano-3-phenyl-propylamino)-4-methyl-pentanoic acid methyl ester 
• 120019-24-1 4-benzyloxycarbonylamino-2,2-difluoro-3-hydroxy-5-phenylheptanoic acid ethyl ester 
• 13326-10-8 benzyl methyl carbonate 
• 127041-76-3 ((S)-1-Benzyl-2-hydroxy-pent-4-enyl)-carbamic acid benzyl ester 
• 120452-52-0 ((S)-1-Benzyl-2-hydroxy-propyl)-carbamic acid benzyl ester 
• 114744-93-3 ((S)-1-Benzyl-2-hydroxy-butyl)-carbamic acid benzyl ester 
• 111871-62-6 (Z)-(S)-4-Benzyloxycarbonylamino-5-phenyl-pent-2-enoic acid methyl ester 
• 132618-89-4 methyl (E,4S)-4-(((benzyloxy)carbonyl)amino)-5-phenylpent-2-enoate 
• 150767-05-8 (S)-2-(phenylmethoxycarbonyl)amino-1-phenylbut-3-ene 

Relevant articles and documents

The Chemical Development of LB71350

An efficient synthesis of the HIV-1 protease inhibitor LB71350 (1) is described. High diastereoselective epoxidation of the cis-allylic carbamate fragment of (5S)-[N-(benzyloxycarbonyl)-amino]-N-[2-methyl-(1R)-[(phenyl) carbonyl]-propyl]-6-phenylhex-(Z)-e

Discovery of Peptidomimetic Antibody-Drug Conjugate Linkers with Enhanced Protease Specificity

Antibody-drug conjugates (ADCs) have become an important therapeutic modality for oncology, with three approved by the FDA and over 60 others in clinical trials. Despite the progress, improvements in ADC therapeutic index are desired. Peptide-based ADC linkers that are cleaved by lysosomal proteases have shown sufficient stability in serum and effective payload-release in targeted cells. If the linker can be preferentially hydrolyzed by tumor-specific proteases, safety margin may improve. However, the use of peptide-based linkers limits our ability to modulate protease specificity. Here we report the structure-guided discovery of novel, nonpeptidic ADC linkers. We show that a cyclobutane-1,1-dicarboxamide-containing linker is hydrolyzed predominantly by cathepsin B while the valine-citrulline dipeptide linker is not. ADCs bearing the nonpeptidic linker are as efficacious and stable in vivo as those with the dipeptide linker. Our results strongly support the application of the peptidomimetic linker and present new opportunities for improving the selectivity of ADCs.

Burgess Reagent Facilitated Alcohol Oxidations in DMSO

The Burgess reagent ([methoxycarbonylsulfamoyl]triethylammonium hydroxide) has historically found utility as a dehydrating agent. Herein we show that, in the presence of dimethyl sulfoxide, the Burgess reagent efficiently and rapidly facilitates the oxidation of a broad range of primary and secondary alcohols to their corresponding aldehydes and ketones in excellent yields and under mild conditions, and can be combined with other transformations (e.g., Wittig olefinations). A mechanism similar to those described for the Pfitzner-Moffatt and Swern oxidations is proposed.