182205-78-3

Basic information

• Product Name: (S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyric acid (1R,2R)-1-[((S)-1-benzyloxycarbonyl-2-methyl-propyl)-methyl-carbamoyl]-2-methyl-butyl ester
• Synonyms: (S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyric acid (1R,2R)-1-[((S)-1-benzyloxycarbonyl-2-methyl-propyl)-methyl-carbamoyl]-2-methyl-butyl ester
• CAS NO: 182205-78-3
• Molecular Weight: 678.982
• Mol File: 182205-78-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyric acid (1R,2R)-1-[((S)-1-benzyloxycarbonyl-2-methyl-propyl)-methyl-carbamoyl]-2-methyl-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyric acid (1R,2R)-1-[((S)-1-benzyloxycarbonyl-2-methyl-propyl)-methyl-carbamoyl]-2-methyl-butyl ester(182205-78-3)
• EPA Substance Registry System: (S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyric acid (1R,2R)-1-[((S)-1-benzyloxycarbonyl-2-methyl-propyl)-methyl-carbamoyl]-2-methyl-butyl ester(182205-78-3)

Safety Data

• Hazardous Substances Data: 182205-78-3(Hazardous Substances Data)

Upstream product

• 182205-75-0 (S)-2-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyric acid 
• 102507-13-1 N-(tert-butoxycarbonyl)-3-hydroxy-L-valine 
• 77377-52-7 N-methyl-N-tert-butyldimethylsilyl-1,1,1-trifluoroacetamide 
• 182205-77-2 (2R,3R)-2-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyryloxy]-3-methyl-pentanoic acid benzyl ester 
• 182205-76-1 (2R,3R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyryloxy]-3-methyl-pentanoic acid benzyl ester 
• 81135-38-8 benzyl (2S)-3-methyl-2-(methylamino)butanoate 

Downstream Products

• 182205-79-4 C₇₂H₁₀₈N₈O₁₄ 
• 127785-64-2 aureobasidin A 
• 182205-72-7 (S)-3-Hydroxy-3-methyl-2-methylamino-butyric acid (1R,2R)-1-[((S)-1-benzyloxycarbonyl-2-methyl-propyl)-methyl-carbamoyl]-2-methyl-butyl ester 

Relevant articles and documents

Total synthesis of the antifungal cyclic depsipeptides Sch 57697 and aureobasidin A

A novel cyclic depsinonapeptide antifungal 1a (Sch 57697) and its isomer 1b were synthesized by a fragment coupling approach and this methodology was applied to the total synthesis of the natural product aureobasidin A. Synthetic strategies for coupling of N-methyl amino acids with minimal racemization are discussed. Biological evaluation of isomers 1a and 1b demonstrated the importance of chirality at the β-hydroxy-N-methylvaline (OHMeVal) position.