1316293-48-7

Basic information

• Product Name: methyl 2-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)acetate
• Synonyms: methyl 2-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)acetate
• CAS NO: 1316293-48-7
• Molecular Weight: 458.514
• Mol File: 1316293-48-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: methyl 2-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)acetate(1316293-48-7)
• EPA Substance Registry System: methyl 2-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)acetate(1316293-48-7)

Safety Data

• Hazardous Substances Data: 1316293-48-7(Hazardous Substances Data)

Upstream product

• 5680-79-5 glycine ethyl ester hydrochloride 
• 103321-57-9 2S-flouren-9-ylmethoxycarbonylamino-3-phenylpropionyl chloride 
• 35661-40-6 N-Fmoc L-Phe 
• 616-34-2 methoxycarbonylmethylamine 
• 63-91-2 L-phenylalanine 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 

Downstream Products

• 169624-67-3 Fmoc-Phe-Gly-OH 
• 65559-51-5 L-Phenylalaninyl-glycine methyl ester 

Relevant articles and documents

Fluorous Mixture Synthesis of Tripeptides and Pentapeptides Using- a Fluorous-Fmoc Protection Strategy

A liquid-phase split-type synthesis of various tripeptides and pentapeptides was conducted using a fluorous-Fmoc protection strategy. Fluorous-Fmoc reagents were effectively used as both the protecting group for the amino function and the encoding tag for the amino acid structure. Several of the synthetic peptides prepared showed high activities in an ACE inhibitory assay.

Hydroxymethyl Salicylaldehyde Auxiliary for a Glycine-Dependent Amide-Forming Ligation

A new amide-forming ligation that requires a glycine or a primary amine at the linkage site is described herein. The distinguishing feature of this ligation is its reliance on an O-hydroxymethyl salicylaldehyde ester at the C-terminus which allows, via an N,O-acetal intermediate, the formation of a native peptide bond.

Ethyl 2-cyano-2-(2-nitrobenzenesulfonyloxyimino)acetate (o -NosylOXY): A recyclable coupling reagent for racemization-free synthesis of peptide, amide, hydroxamate, and ester

Ubiquitousness of amide and ester functionality makes coupling reactions extremely important. Although numerous coupling reagents are available, methods of preparation of the common and efficient reagents are cumbersome. Those reagents generate a substantial amount of chemical waste and lack recyclability. Ethyl 2-cyano-2-(2-nitrobenzenesulfonyloxyimino)acetate (o-NosylOXY), the first member of a new generation of coupling reagents, produces byproducts that can be easily recovered and reused for the synthesis of the same reagent, making the method more environmentally friendly and cost-effective. The synthesis of amides, hydroxamates, peptides, and esters using this reagent is described. The synthesis of the difficult sequences, for example, the islet amyloid polypeptide (22-27) fragment (with a C-terminal Gly, H-Asn-Phe-Gly-Ala-Ile-Leu-Gly-NH 2) and acyl carrier protein (65-74) fragment (H-Val-Gln-Ala-Ala-Ile- Asp-Tyr-Ile-Asn-Gly-OH), following the solid-phase peptide synthesis (SPPS) protocol and Amyloid β (39-42) peptide (Boc-Val-Val-IIe-Ala-OMe), following solution-phase strategy is demonstrated. Remarkable improvement is noticed with respect to reaction time, yield, and retention of stereochemistry. A mechanistic investigation and recyclability are also described.