133641-28-8

Basic information

• Product Name: Z-Trp-O-COO-isoBu
• Synonyms: Z-Trp-O-COO-isoBu
• CAS NO: 133641-28-8
• Molecular Weight: 438.48
• Mol File: 133641-28-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Z-Trp-O-COO-isoBu(CAS DataBase Reference)
• NIST Chemistry Reference: Z-Trp-O-COO-isoBu(133641-28-8)
• EPA Substance Registry System: Z-Trp-O-COO-isoBu(133641-28-8)

Safety Data

• Hazardous Substances Data: 133641-28-8(Hazardous Substances Data)

Upstream product

• 543-27-1 isobutyl chloroformate 
• 2279-15-4 N-(benzyloxycarbonyl)-D-tryptophan 
• 7432-21-5 N-carbobenzyloxy-L-tryptophane 

Downstream Products

• 1433593-67-9 Z-Trp-Phg-OH 
• 20696-64-4 N-Carbobenzoxy-L-tryptophanamide 
• 936560-65-5 Z-(D)Trp-Lys(Boc)-Val-OMe 
• 143868-66-0 Z-Trp-Aib-Phe-Aib-Trp-Aib-Trp-Glyol 
• 143868-65-9 H-Trp-Aib-Phe-Aib-Trp-Aib-Trp-Glyol 
• 143868-54-6 Z-Trp-Aib-Trp-Aib-Trp-Glyol 
• 143868-68-2 Z-Phe-Aib-Trp-Aib-Trp-Glyol 
• 143868-67-1 H-Phe-Aib-Trp-Aib-Trp-Glyol 
• 143868-61-5 Z-Trp-Aib-Trp-Glyol 
• 143868-52-4 Z-Trp-Aib-OH 
• 168470-79-9 2-[(R)-1-Benzyloxycarbonylamino-2-(1H-indol-3-yl)-ethyl]-5-methyl-oxazole-4-carboxylic acid ethyl ester 
• 168470-54-0 2-[(R)-1-Benzyloxycarbonylamino-2-(1H-indol-3-yl)-ethyl]-5-methyl-1H-imidazole-4-carboxylic acid ethyl ester 
• 1026234-44-5 2-[(R)-1-{(S)-2-[(Azepane-1-carbonyl)-amino]-4-methyl-pentanoylamino}-2-(1H-indol-3-yl)-ethyl]-5-phenyl-thiazole-4-carboxylic acid ethyl ester 
• 168470-76-6 2-[(R)-1-{(S)-2-[(Azepane-1-carbonyl)-amino]-4-methyl-pentanoylamino}-2-(1H-indol-3-yl)-ethyl]-5-methyl-thiazole-4-carboxylic acid ethyl ester 

Relevant articles and documents

α-N-Protected dipeptide acids: A simple and efficient synthesis via the easily accessible mixed anhydride method using free amino acids in DMSO and tetrabutylammonium hydroxide

The importance of dipeptides both in medicinal and pharmacological fields is well documented and many efforts have been made to find simple and efficient methods for their synthesis. For this reason, we have investigated the synthesis of α-N-protected dipeptide acids by reacting the easily accessible mixed anhydride of α-N-protected amino acids with free amino acids under different reaction conditions. The combination of TBA-OH and DMSO has been found to be the best to overcome the low solubility of amino acids in organic solvents. Under these experimental conditions, the homogeneous phase condensation reaction occurs rapidly and without detectable epimerization. The present method is also applicable to side-chain unprotected Tyr, Trp, Glu, and Asp but not Lys. This latter residue is able to engage two molecules of mixed anhydride giving the corresponding isotripeptide. Moreover, the applicability of this protocol for the synthesis of tri- and tetrapeptides has been tested. This approach reduces the need for protecting groups, is cost effective, scalable, and yields dipeptide acids that can be used as building blocks in the synthesis of larger peptides.

PROCESS FOR PREPARING VAPREOTIDE

A solution phase process for preparing vapreotide, having the formula:

Azole endothelin antagonists. 1. A receptor model explains an unusual structure-activity profile

The pseudotetrapeptide FR-139317 is a potent and highly selective antagonist of the endothelin-A (ET(A)) receptor; however, its peptidic nature leads to poor oral absorption characteristics which make it an unlikely drug candidate. In an attempt to improv