1364705-39-4

Basic information

• Product Name: (S)-methyl 3-(4-(benzyloxy)-3-iodophenyl)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate
• Synonyms: (S)-methyl 3-(4-(benzyloxy)-3-iodophenyl)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate
• CAS NO: 1364705-39-4
• Molecular Weight: 582.435
• Mol File: 1364705-39-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (S)-methyl 3-(4-(benzyloxy)-3-iodophenyl)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-methyl 3-(4-(benzyloxy)-3-iodophenyl)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate(1364705-39-4)
• EPA Substance Registry System: (S)-methyl 3-(4-(benzyloxy)-3-iodophenyl)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate(1364705-39-4)

Safety Data

• Hazardous Substances Data: 1364705-39-4(Hazardous Substances Data)

Upstream product

• 70277-02-0 3-iodo-L-tyrosine methyl ester 
• 15761-38-3 L-N-Boc-Ala 
• 100-39-0 benzyl bromide 
• 79677-58-0 2-amino-3-(3-iodo-4-hydroxyphenyl)propionic acid methyl ester hydrochloride 
• 60-18-4 L-tyrosine 
• 70-78-0 3-Iodo-L-tyrosine 
• 71400-64-1 (S)-methyl 2-amino-3-(4-(benzyloxy)-3-iodophenyl)propanoate hydrochloride 

Downstream Products

• 1364705-47-4 Boc-(cyclo-m,m)-[(3-Cl)FAY]-CO₂Me 
• 1364705-55-4 Ac-(cyclo-m,m)-[(3-Cl)FAY]-CO₂Me 
• 1364705-71-4 (6S,9S,12S)-methyl 12-(4-(benzyloxy)-3-iodobenzyl)-2,2,6,9-tetramethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oate 
• 1364705-79-2 Boc-(cyclo-m,m)-[(3-Cl)FAAY]-CO₂Me 
• 1364705-87-2 Ac-(cyclo-m,m)-[(3-Cl)FAAY]-CO₂Me 
• 1364706-02-4 (6S,9S,12S,15S)-methyl 15-(4-(benzyloxy)-3-iodobenzyl)-2,2,6,9,12-pentamethyl-4,7,10,13-tetraoxo-3-oxa-5,8,11,14-tetraazahexadecan-16-oate 
• 1364706-10-4 Boc-(cyclo-m,m)-[(3-Cl)FAAAY]-CO₂Me 
• 1364706-18-2 Ac-(cyclo-m,m)-[(3-Cl)FAAAY]-CO₂Me 

Relevant articles and documents

Stereocontrolled Synthesis of Arylomycin-Based Gram-Negative Antibiotic GDC-5338

We report herein an efficient, stereocontrolled, and chromatography-free synthesis of the novel broad spectrum antibiotic GDC-5338. The route features the construction of a functionalized tripeptide backbone, a high-yielding macrocyclization via a Pd-catalyzed Suzuki-Miyaura reaction, and the late-stage elaboration of key amide bonds with minimal stereochemical erosion. Through extensive reaction development and analytical understanding, these key advancements allowed the preparation of GDC-5338 in 17 steps, 15% overall yield, >99 A % HPLC, and >99:1 dr.

PROCESS FOR MAKING ARYLOMYIN RING ANALOGS

Methods for making an arylomycin ring of formula t or salts or solvates thereof, wherein R, R1, R2, R3, R4, R5, R6, R7, R8, R9, R5, R10 and Pg1 are as defined herein.