38675-10-4

Basic information

• Product Name: BOC-D-PHE-PRO-OH
• Synonyms: BOC-D-PHE-L-PRO-OH;BOC-D-PHE-PRO-OH;Boc-D-Phe-Pro-OH≥ 99% (HPLC);(Tert-Butoxy)Carbonyl D-Phe-Pro-OH
• CAS NO: 38675-10-4
• Molecular Formula: C₁₉H₂₆N₂O₅
• Molecular Weight: 362.42
• Mol File: 38675-10-4.mol
• Article Data: 20

Chemical Properties

• Melting Point: 171-174 °C
• Boiling Point: 594.4 °C at 760 mmHg
• Flash Point: 313.3 °C
• Appearance: /
• Density: 1.225 g/cm³
• Vapor Pressure: 5.63E-15mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: -15°C
• PKA: 3.51±0.20(Predicted)
• CAS DataBase Reference: BOC-D-PHE-PRO-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-PHE-PRO-OH(38675-10-4)
• EPA Substance Registry System: BOC-D-PHE-PRO-OH(38675-10-4)

Safety Data

• Hazardous Substances Data: 38675-10-4(Hazardous Substances Data)

Usage

Description

BOC-D-PHE-PRO-OH, also known as Boc-D-Phenylalanine-Proline, is a synthetic tripeptide derived from the combination of D-phenylalanine and proline. It is a white powder with specific chemical properties that make it suitable for various applications in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
BOC-D-PHE-PRO-OH is used as a reactant for the preparation of Phe-Pro-p-amidinobenzylamine analogs, which are potent and highly selective thrombin inhibitors. These inhibitors play a crucial role in the development of antithrombotic drugs, targeting the enzyme thrombin responsible for blood clot formation. By inhibiting thrombin, these analogs can help prevent clot-related disorders and potentially save lives in cases of stroke, heart attack, and other thrombotic events.
Additionally, due to its chemical properties and reactivity, BOC-D-PHE-PRO-OH may also be utilized in other pharmaceutical applications, such as the synthesis of other bioactive peptides or as an intermediate in the production of various drugs. However, further information would be required to confirm these additional uses.

InChI:InChI=1/C19H26N2O5/c1-19(2,3)26-18(25)20-14(12-13-8-5-4-6-9-13)16(22)21-11-7-10-15(21)17(23)24/h4-6,8-9,14-15H,7,10-12H2,1-3H3,(H,20,25)(H,23,24)/t14-,15+/m1/s1

Upstream product

• 147-85-3 L-proline 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 126251-09-0 Boc-D-Phe-L-Pro-OMe 
• 41324-66-7 H-Pro-OBzl 
• 18942-49-9 Boc-D-Phe-OH 
• 16652-71-4 benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride 
• 64471-88-1 (S)-benzyl 1-((R)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)pyrrolidine-2-carboxylate 
• 19901-50-9 methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate 

Downstream Products

• 173918-65-5 (N-tert-butoxycarbonyl-D-phenylalanyl)-N-<4-acetylamino-1-<(4-tert-butoxycarbonylaminophenyl)methyl>-3,3-difluoro-2-hydroxybutyl>-L-prolinamide 
• 129476-16-0 N-tert-butoxycarbonyl-D-phenylalanyl-N-<1-(3-acetylamino-2,2-difluoro-1-hydroxy-propyl)-5-benzyloxycarbonylaminopentyl>-L-prolinamide 
• 172348-61-7 (1-benzyl-2-{2-[4-(tert-butoxycarbonylamino-methyl)-benzylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethyl)-carbamic acid tert-butyl ester 
• 162167-93-3 {[4-({[1-(2-tert-butoxycarbonylamino-3-phenyl-propionyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-piperidin-1-yl]-tert-butoxycarbonylimino-methyl}-carbamic acid tert-butyl ester 
• 449758-33-2 {(R)-1-Benzyl-2-oxo-2-[(S)-2-(2-tetrazol-1-yl-benzylcarbamoyl)-pyrrolidin-1-yl]-ethyl}-carbamic acid tert-butyl ester 
• 724710-05-8 {1-(R)-benzyl-2-oxo-2-[2-(2-[1,2,4]triazol-1-yl-benzyl-carbamoyl)pyrrolidin-1-(S)-yl]-ethyl}carbamic acid tert-butyl ester 
• 80079-63-6 (S)-1-((R)-2-Amino-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid (4-guanidino-butyl)-amide 
• 787525-83-1 (S)-1-((R)-2-Amino-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid 4-aminomethyl-benzylamide 
• 162167-84-2 N-[[1-(Aminoiminomethyl)-4-piperidinyl]methyl]-1-D-phenylalanyl-L-prolinamide 

Relevant articles and documents

Engineering DNA-Templated Nonribosomal Peptide Synthesis

Diffusive escape of intermediates limits the rate enhancement that nanocontainers or macromolecular scaffolds can provide for artificial biocatalytic cascades. Nonribosomal peptide synthetases (NRPSs) naturally form gigantic assembly lines and prevent esc

A chromogenic and fluorogenic peptide substrate for the highly sensitive detection of proteases in biological matrices

The synthesis and application of a novel type of chromogenic and fluorogenic substrate for protease detection is described. The outstanding performance of the tripeptide substrates is exemplified by specific fluorescence detection of thrombin and factor X

Pro-Soft Val-boroPro: A strategy for enhancing in vivo performance of boronic acid inhibitors of serine proteases

Val-boroPro, 1, is a potent, but relatively nonspecific inhibitor of the prolyl peptidases. It has antihyperglycemic activity from inhibition of DPPIV but also striking anticancer activity and a toxicity for which the mechanisms are unknown. 1 cyclizes at