33419-01-1

Basic information

• Product Name: H-Val-OH p-toluenesulfonic acid salt
• Synonyms: H-Val-OH p-toluenesulfonic acid salt
• CAS NO: 33419-01-1
• Molecular Weight: 289.353
• Mol File: 33419-01-1.mol

Chemical Properties

• CAS DataBase Reference: H-Val-OH p-toluenesulfonic acid salt(CAS DataBase Reference)
• NIST Chemistry Reference: H-Val-OH p-toluenesulfonic acid salt(33419-01-1)
• EPA Substance Registry System: H-Val-OH p-toluenesulfonic acid salt(33419-01-1)

Safety Data

• Hazardous Substances Data: 33419-01-1(Hazardous Substances Data)

Upstream product

• 104-15-4 toluene-4-sulfonic acid 
• 516-06-3 D,L-valine 
• 13734-41-3 N-Boc-(S/R)-valine 

Downstream Products

• 93032-74-7 2-Amino-1-benzoimidazol-1-yl-3-methyl-butan-1-one; compound with toluene-4-sulfonic acid 
• 220505-05-5 D/L-valine benzhydryl ester tosyl ammonium salt 
• 15984-93-7 valine, N-trimethylsilyl-, trimethylsilyl ester 

Relevant articles and documents

MW-enhanced high-speed deprotection of Boc group using p-TsOH and concommitant formation of N-Me-amino acid benzyl ester p-TsOH salts

A high-speed, complete deprotection of Boc group from Boc amino acids and protected peptide esters employing p-TsOH in toluene under microwave irradiation is found to be complete in 30s. The deprotection can be carried out in methanol and acetonitrile also. Under the present conditions, C-peptide benzyl esters and O-benzyl ethers have been found to be stable. This has permitted us to carry out the synthesis of [Leu]enkephalin employing the Boc/Bzl-group strategy. Further more, it has been found that both Nα-Fmoc and N α-Z groups are completely stable. The present conditions can be extended for the concomitant removal of the Boc group and the formation of C-benzyl amino acid esters as well. This has been utilized for the synthesis of N-Me amino acid benzyl esters starting from Boc-N-Me amino acids in a single step. Copyright Taylor & Francis, Inc.

Process for purifying valine

A process is provided for obtaining high-purity valine in high yield by a simple method using an inexpensive precipitant of p-isopropylbenzene sulfonic acid or a water-soluble salt thereof.

Cephalosporin biosynthesis: A branched pathway sensitive to an isotope effect

Incubation of penicillin N (3a) with partially purified deacetoxy/deacetylcephalosporin C synthase (DAOC/DAC synthase) from Cephalosporium acremonium CO 728 gave in addition to the expected products, deacetoxycephalosporin C and deacetylcephalosporin C, a third β-lactam metabolite as a 3β-hydroxy-3α-methylcepham (9a). Production of the 3β-hydroxycepham was promoted from [3-2H]penicillin N (3b) which was rationalised by the operation of a kinetic isotope effect on a branched pathway in the enzymic process. The oxygen of the 3β-hydroxy group was shown to be derived in part from molecular oxygen. In addition, the 2β-methyl group of penicillin N was shown to be incorporated into C2 of the 3β-hydroxy-3α-methylcepham, a result in stereochemical accord with the equivalent transformation of the 2β-methyl group of penicillin N into C2 of deacetoxycephalosporin C1. A mechanistic interpretation, consistent with these observations, is offered.