57229-69-3

Upstream product

• 5241-64-5 BOC-tryptophane 
• 13139-14-5 Boc-Trp-OH 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Downstream Products

• 129788-73-4 Boc-Tyr-Met-Gly-Trp-Met-PEA 
• 129762-04-5 H-Trp-Met-PEA*HCl 
• 118869-36-6 Boc-Trp(PO₃Me₂)-ONBzl 
• 129788-71-2 Boc-Trp-Met-PEA 
• 129788-74-5 Boc-Tyr-Met-Gly-D-Trp-Met-PEA 
• 129762-05-6 H-D-Trp-Met-PEA*HCl 
• 148562-41-8 Boc-Tyr(SO₃H)-Met-Gly-D-Trp-Nle-PEA 
• 1027832-06-9 Suc-Tyr-Met-Gly-D-Trp-Nle-PEA 
• 129788-75-6 Boc-Tyr-Met-Gly-D-Trp-Nle-PEA 
• 129762-06-7 H-D-Trp-Nle-PEA*HCl 
• 129813-77-0 Boc-D-Trp-Met-NH-CH₂-CH₂-C₆H₅ 
• 129788-72-3 Boc-D-Trp-Nle-PEA 

Relevant academic research and scientific papers

Polymer-supported O-alkylisoureas: Useful reagents for the O-alkylation of carboxylic acids

Polymer-supported O-alkylisoureas were prepared by reaction of an alcohol with a polymer-supported carbodiimide under copper(II) catalysis. These reagents were used to transform carboxylic acids into the corresponding methyl, benzyl, allyl, and p-nitrobenzyl esters in a highly chemoselective manner in high yields and in very high purity after simple resin filtration and solvent evaporation. The reactions could be carried out using both conventional or microwave heating, with reaction times as short as 3-5 min in the latter case, without compromising yield, purity, or chemoselectivity. Unfortunately, the corresponding solid-supported tert-butyl isoureas could not be prepared.

Synthesis of N(1)-Phosphorylated Tryptophan Derivatives

The first synthesis of the N(1)-(dimethylphosphono)tryptophan derivatives Z-Trp(PO3Me2)-OBzl and Boc-Trp(PO3Me2)-ONBzl by reaction of the lithium indolate of protected tryptophan derivatives Z-Trp-OBzl and Boc-Trp-ONBzl with dimethyl phosphorochloridate is described.The N(1)-(dimethylphosphono)tryptophan or Trp(Dmop) derivatives are stable to hydrogenation, and to TFA and high HF treatment, and can be fully deprotected with TFMSA/TFA/m-cresol/dimethyl sulfide or TFMSA/TFA/m-cresol/thioanisole to yield the novel hydrophilic amino acid N(1)-phosphonotryptophan quantitatively.Weak base treatment of Trp(Dmop) compounds yields N(1)-(methylphosphono)tryptophan derivatives.

2,2'-CARBONYL-BIS(3,5-DIOXO-4-METHYL-1,2,4-OXADIAZOLIDINE) : II- REAGENT FOR THE DIRECT ESTERIFICATION OF CARBOXYLIC ACIDS.

Reaction of carboxylic acids including N-protected α-amino acids with 2,2'-carbonyl bis(3,5-dioxo-4-methyl-1,2,4-oxadiazolidine) and alcohols affords the corresponding esters under mild conditions.