88224-03-7

Basic information

• Product Name: L-LEUCINE ALLYL ESTER P-TOLUENESULFONATE SALT
• Synonyms: L-LEUCINE ALLYL ESTER 4-TOLUENESULFONATE SALT;L-LEUCINE ALLYL ESTER P-TOLUENESULFONATE SALT;L-LEUCINE ALLYL ESTER P-TOSYLATE;L-LEUCINE ALLYL ESTER PTSA;H-LEU-OALL TOS-OH;H-Leu-OAll.p-tosylate;L-leucine allyl ester*P-toluenesulfonate;L-leucine allyl ester toluene-4-sulfonate
• CAS NO: 88224-03-7
• Molecular Formula: C₇H₈O₃S*C₉H₁₇NO₂
• Molecular Weight: 343.44
• Product Categories: Amino Acids;I - Z;Modified Amino Acids
• Mol File: 88224-03-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: −20°C
• CAS DataBase Reference: L-LEUCINE ALLYL ESTER P-TOLUENESULFONATE SALT(CAS DataBase Reference)
• NIST Chemistry Reference: L-LEUCINE ALLYL ESTER P-TOLUENESULFONATE SALT(88224-03-7)
• EPA Substance Registry System: L-LEUCINE ALLYL ESTER P-TOLUENESULFONATE SALT(88224-03-7)

Safety Data

• WGK Germany: 3
• F: 3-9
• Hazardous Substances Data: 88224-03-7(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

Upstream product

• 61-90-5 L-leucine 
• 104-15-4 toluene-4-sulfonic acid 
• 107-18-6 allyl alcohol 

Downstream Products

• 38155-18-9 L-leucyl-L-phenylalanine methyl ester 
• 1310360-92-9 N-(2-(triphenylsilyl)ethoxy)carbonyl-L-leucine allyl ester 
• 236424-90-1 N-tert-butyloxycarbonyl-L-phenylalanyl-glycyl-L-leucine allyl ester 
• 186504-26-7 (S)-2-[(S)-3-(4-Methoxy-benzyloxycarbonyl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionylamino]-4-methyl-pentanoic acid allyl ester 
• 188633-85-4 (S_S)-N-(N-tert-butyloxycarbonyl-L-leucinyl S-phenyl sulfonimidoyl methyl)-N-(O-allyl-L-leucinyl)carboxyamide 
• 116912-15-3 N-(Phenylacetyl)-L-phenylalanyl-L-leucin-allylester 
• 116912-13-1 N-(Phenylacetyl)glycyl-L-leucin-allylester 

Relevant articles and documents

Allyl Esters as Selectively Removable Carboxy-protecting Functions in Peptide and N-Glycopeptide Syntheses

Allyl esters are advantageous in protection of the carboxylic function in peptide and glycopeptide syntheses and can easily be synthesized from amino acids.They are stable under acidic conditions used for the removal of the Boc and Z groups.Under neutral or weakly basic conditions allyl esters are cleaved smoothly on treatment with catalytic amounts of tris(triphenylphosphane)rhodium(I) chloride in ethanol/water (9:1) leaving the N-protecting function and the N-glycosidic bond untouched.Selective deblocking of the α-carboxylic function of protected N-glycosylated asparagine derivatives 15 carried out in this way is exploited in C-terminal chain extension in the synthesis of N-glycotripeptides 17,e.g 17c, the latter representing a partial sequence of a human immunoglobulin G1.