63496-06-0

Basic information

• Product Name: Glycine, L-prolyl-, phenylmethyl ester
• Synonyms: H-L-Pro-Gly-OBn;Pro-Gly-OBzl;[((S)-Pyrrolidine-2-carbonyl)-amino]-acetic acid benzyl ester;H-L-Pro-Gly-OCH2Ph2
• CAS NO: 63496-06-0
• Molecular Formula: C14H18N2O3
• Molecular Weight: 262.309
• Mol File: 63496-06-0.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 456.7±40.0 °C(Predicted)
• Density: 1.181±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Glycine, L-prolyl-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, L-prolyl-, phenylmethyl ester(63496-06-0)
• EPA Substance Registry System: Glycine, L-prolyl-, phenylmethyl ester(63496-06-0)

Safety Data

• Hazardous Substances Data: 63496-06-0(Hazardous Substances Data)

Upstream product

• 1738-68-7 Gly-OBz 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 71989-31-6 Fmoc-Pro-OH 
• 103321-52-4 (S)-N-(fluoren-9-ylmethoxycarbonyl)prolyl chloride 
• 221174-15-8 N-(N-fluorenylmethoxycarbonyl-2S-prolyl)-glycine benzyl ester 
• 31953-80-7 N-tert-butyloxycarbonyl-(2S)-prolyl-glycine benzyl ester 

Downstream Products

• 860642-16-6 N-(9H-fluoren-9-ylmethoxycarbonyl)-L-prolyl-L-prolylglycine benzyl ester 
• 219575-90-3 Boc-Arg(Tos)-Ile-Gln-Arg(Tos)-Gly-Pro-Gly(OBzl) 
• 80452-02-4 H-Gly-Pro-Gly-OBzl 
• 221174-20-5 Fmoc-Pro-Phe-Pro-Gly-OBzl 
• 221174-22-7 Fmoc-Tyr(Bzl)-Pro-Phe-Pro-Gly-OBzl 
• 221174-21-6 H-Pro-Phe-Pro-Gly-OBzl 
• 221174-19-2 H-Phe-Pro-Gly-OBzl 
• 72122-63-5 bovine β-casomorphin-5 
• 901138-97-4 N-9-fuorenylmethoxycarbonyl-(2S,4R)-4-methylprolyl-(2S)-prolyl-glycine benzyl ester 
• 587888-05-9 N-[N-(N-tert-butoxycarbonyl-(2S,4S)-4-fluoroprolyl)-2S-prolyl]-glycine benzyl ester 
• 221174-18-1 Fmoc-Phe-Pro-Gly-OBzl 
• 55301-13-8 Boc-Gly-Pro-Gly-OBzl 
• 70512-89-9 N-benzyloxycarbonyl-L-threonyl-N^ε-benzyloxycarbonyl-L-lysyl-L-prolyl-glycine benzyl ester 

Relevant articles and documents

Dipeptide-catalyzed asymmetric aldol condensation of acetone with (N-alkylated) isatins

The aldol condensation of acetone with several isatins is described. The desired compound was obtained in quantitative yield and with good enantioselectivities up to 77%. The best results were obtained with 10 mol % H-D-Pro-L-β3-hPhg-OBn as a c

Reciprocity of steric and stereoelectronic effects in the collagen triple helix

In previous work, we demonstrated that 4-fluoroproline residues can contribute greatly to the conformational stability of the collagen triple helix, and that this stability arises from stereoelectronic effects that fix the pucker of the pyrrolidine ring and thereby preorganize the backbone properly for triple-helix formation. Here, we take a reciprocal approach, demonstrating that the steric effect of a 4-methyl group confers stability similar to that from a 4-fluoro group in the opposite configuration. Such fundamental interplay between steric and stereoelectronic effects is heretofore unknown in proteinsnatural or syntheticand provides a new means to modulate conformational stability. Copyright

Synthesis of β-casomorphin employing Fmoc-amino acid chlorides and t-butyldimethylsilyloxy benzotriazole (TBDMS-OBt)

Coupling of Fmoc-amino acid chlorides can be carried out using t-butyldimethylsilyloxy benzotriazole, the reaction being carried out in organic medium. No addition of base is required. The coupling is fast and racemization free. The workup and isolation of product are easy. Thus, the synthesis of β-casomorphin (Tyr-Pro-Phe-Pro-Gly) is accomplished.