851909-01-8

Basic information

• Product Name: N-(N-(Fmoc)-L-allylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester
• Synonyms: N-(N-(Fmoc)-L-allylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester
• CAS NO: 851909-01-8
• Molecular Weight: 612.723
• Mol File: 851909-01-8.mol

Chemical Properties

• CAS DataBase Reference: N-(N-(Fmoc)-L-allylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(N-(Fmoc)-L-allylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester(851909-01-8)
• EPA Substance Registry System: N-(N-(Fmoc)-L-allylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester(851909-01-8)

Safety Data

• Hazardous Substances Data: 851909-01-8(Hazardous Substances Data)

Upstream product

• 851909-11-0 methyl (2S)-2-[(2,4-dimethoxybenzyl)amino]hex-5-enoate 
• 146549-21-5 2-(9H-fluoren-9-ylmethoxycarbonylamino)-pent-4-enoic acid 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 410098-01-0 (2S)-2-aminohex-5-enoic acid methyl ester 
• 659726-50-8 tert-butyl (2S)-2-[N-(9-phenylfluoren-9-yl)amino]pent-4-enoate 
• 92136-57-7 (S)-2-tert-butoxycarbonylamino-hex-5-enoic acid methyl ester 

Downstream Products

• 851908-94-6 methyl (E,3S,9S)-3-N-(Fmoc)amino-1-(2,4-dimethoxybenzyl)-2-oxo-2,3,4,7,8,9-hexahydro-1H-azonine-9-carboxylate 
• 903520-19-4 1-(2,4-dimethoxy-benzyl)-8-(9H-fluoren-9-ylmethoxycarbonylamino)-9-oxo-2,3,4,7,8,9-hexahydro-1H-azonine-2-carboxylic acid methyl ester 

Relevant articles and documents

From macrocycle dipeptide lactams to azabicyclo[X.Y.0]alkanone amino acids: A transannular cyclization route for peptide mimic synthesis

Macrocyclic and fused bicyclic dipeptides are complementary motifs for mimicry of different types of β-turn geometry. Macrocyclic dipeptide mimics have served as precursors for the synthesis of their bicyclic counterparts using electrophilic transannular

Insight into Transannular Cyclization Reactions to Synthesize Azabicyclo[X.Y.Z]alkanone Amino Acid Derivatives from 8-, 9-, and 10-Membered Macrocyclic Dipeptide Lactams

An efficient method for synthesizing different functionalized azabicyclo[X.Y.0]alkanone amino acid derivatives has been developed employing electrophilic transannular cyclizations of 8-, 9-, and 10-membered unsaturated macrocycles to form 5,5-, 6,5-, 7,5-, and 6,6-fused bicylic amino acids, respectively. Macrocycles were obtained by a sequence featuring peptide coupling of vinyl-, allyl-, homoallyl-, and homohomoallylglycine building blocks followed by ring-closing metathesis. X-ray crystallographic analyses of the 8-, 9-, and 10-membered macrocyclic lactam starting materials as well as certain bicyclic amino acid products provided insight into their conformational preferences as well as the mechanism for the diastereoselective formation of specific azabicycloalkanone amino acids by way of transannular iodolactamization reactions. (Chemical Equation Presented).

Systematic study of the synthesis of macrocyclic dipeptide β-turn mimics possessing 8-, 9-, and 10- membered rings by ring-closing metathesis

A systematic study was performed to establish general synthesis protocols for forming enantiomerically pure macrocyclic dipeptide lactams. Focusing on macrocycles of 8-, 9-, and 10-membered rings, effective syntheses were achieved by a sequence featuring