1026556-91-1

Basic information

• Product Name: C₂₁H₂₅NO₄
• CAS NO: 1026556-91-1
• Molecular Weight: 355.434
• Mol File: 1026556-91-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: C₂₁H₂₅NO₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₁H₂₅NO₄(1026556-91-1)
• EPA Substance Registry System: C₂₁H₂₅NO₄(1026556-91-1)

Safety Data

• Hazardous Substances Data: 1026556-91-1(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 17360-47-3 N,N-dibenzylglycine 
• 543-27-1 isobutyl chloroformate 

Downstream Products

• 192937-70-5 Dibenzyl-((R)-4-phenyl-4,5-dihydro-oxazol-2-ylmethyl)-amine 
• 192937-69-2 2-Dibenzylamino-N-((R)-2-hydroxy-1-phenyl-ethyl)-acetamide 

Relevant articles and documents

Scope and limitation of the acid-catalyzed isomerization of Aib-containing thiopeptides

The use of amino thio S-acids in the 'azirine/oxazolone method' and a novel isomerization led to Aib-containing endothiopeptides. With the aim of generalizing this method, a variety of Aib-containing dipeptide thioanilides have been prepared. By their treatment with ZnCl2 in AcOH, followed by HCl-saturated AcOH, the C=S group was shifted from the last to the penultimate amino acid in high yield and without epimerization. As this methodology is very useful for the specific introduction of a thioamide group, it was extended to Aib-containing tripeptides. In addition, it could be shown that a mechanism via spirocyclic intermediates (cf. Scheme 4) is most likely for this isomerization. To establish the proposed neighboring-group participation of the N-acyl group, model dipeptide thioanilides containing no N-terminal C=O group were synthesized. These derivatives did not undergo rearrangement.