124980-30-9

Basic information

• Product Name: N-carbobenzoxy-L-proline phenylmethyl ester
• Synonyms: N-carbobenzoxy-L-proline phenylmethyl ester
• CAS NO: 124980-30-9
• Molecular Weight: 339.391
• Mol File: 124980-30-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: N-carbobenzoxy-L-proline phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-carbobenzoxy-L-proline phenylmethyl ester(124980-30-9)
• EPA Substance Registry System: N-carbobenzoxy-L-proline phenylmethyl ester(124980-30-9)

Safety Data

• Hazardous Substances Data: 124980-30-9(Hazardous Substances Data)

Upstream product

• 501-53-1 benzyl chloroformate 
• 41324-66-7 H-Pro-OBzl 
• 25070-74-0 1-benzyloxycarbonylpyrrolidine 
• 3705-42-8 Cbz-(L)-Glu-OBn 
• 61350-60-5 (S)-benzyloxycarbonyl-proline acid chloride 
• 100-51-6 benzyl alcohol 
• 167319-89-3 benzyl L-<(2-benzyloxycarbonyl)amino>-5-hydroxypentanoate 
• 100-39-0 benzyl bromide 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 773-33-1 adamantyl isopropene 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 16652-71-4 benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride 

Downstream Products

• 70462-58-7 benzyl (tert-butoxycarbonyl)-L-phenylalanyl-L-prolinate 
• 1173882-19-3 (6S,9S,12S,14aS,20S,23S,25aS)-20-benzyl-6,12-di((S)-sec-butyl)-9-(hydroxymethyl)-23-isobutylhexadecahydro-1H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19]heptaazacyclohenicosine-5,8,11,14,19,22,25(25aH)heptaone 
• 87297-14-1 (S)-1-((S)-2-((benzyloxy)carbonyl)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride 
• 34079-31-7 Z-Pro-NH₂ 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 

Relevant articles and documents

PIPECOLIC ESTERS FOR INHIBITION OF THE PROTEASOME

The present disclosure relates to chemical compounds that modulate proteasome activity, pharmaceutical compositions containing such compounds, and use of these compounds and compositions for the treatment of disorders of uncontrolled cellular proliferation such as, for example, a cancer. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

Mild, powerful, and robust methods for esterification, amide formation, and thioesterification between acid chlorides and alcohols, amines, thiols, respectively

We developed two efficient practical methods for esterification, amide formation, and thioesterification between acid chlorides and alcohols, amines, thiols, respectively. The present mild and robust reaction was performed by two separate methods both by combining cheap and readily available amines, N-methylimidazole, and N,N,N′,N′-tetramethylethylenediamine (TMEDA). Method A uses catalytic N-methylimidazole and TMEDA with an equimolar amount of K2CO3, whereas Method B uses equimolar amounts of N-methylimidazole and TMEDA. The salient features are as follows. (i) With regard to reactivity, Method B was superior to Method A for esterification and thioesterification, whereas cost-effective Method A was superior to Method B for amide formation. (ii) Amide formation proceeded smoothly between acid chlorides and less nucleophilic and stereocongested amines such as 2,6-dichloroaniline. (iii) This protocol was applied to the successful synthesis of two agrochemicals, bromobutide and carpropamid.

Pd/C(en)-catalyzed chemoselective hydrogenation with retention of the N-Cbz protective group and its scope and limitations

A chemoselective method for the hydrogenation of acetylene, olefin, azide, nitro and benzyl ester functionalities with retention of the aliphatic N-Cbz group was established. The chemoselectivity was accomplished by using a combination of 5% Pd/C-ethylenediamine [5% Pd/C(en)] and THF (or 1,4-dioxane) as a solvent, and the scope and limitations of this methodology were investigated. These results reinforce the utility of N-Cbz protective groups in synthetic chemistry, especially in peptide synthesis. (C) 2000 Elsevier Science Ltd.