104241-30-7

Basic information

• Product Name: (2S,4S)-2-(tert-butoxycarbonyl)amino-4-bromomethyl-γ-butyrolactone
• Synonyms: (2S,4S)-2-(tert-butoxycarbonyl)amino-4-bromomethyl-γ-butyrolactone
• CAS NO: 104241-30-7
• Molecular Weight: 294.145
• Mol File: 104241-30-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2S,4S)-2-(tert-butoxycarbonyl)amino-4-bromomethyl-γ-butyrolactone(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-2-(tert-butoxycarbonyl)amino-4-bromomethyl-γ-butyrolactone(104241-30-7)
• EPA Substance Registry System: (2S,4S)-2-(tert-butoxycarbonyl)amino-4-bromomethyl-γ-butyrolactone(104241-30-7)

Safety Data

• Hazardous Substances Data: 104241-30-7(Hazardous Substances Data)

Upstream product

• 90600-20-7 (2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid 

Downstream Products

• 51-35-4 4R-4-hydroxyproline 
• 106391-79-1 N-(benzyloxycarbonyl)-O-(tert-butyldimethylsilyl)-L-threonyl-4(R)-hydroxy-L-prolyl-3(R)-hydroxy-L-homotyrosinyl-L-threonyl-3(S)-hydroxy-4(S)-methyl-L-proline amide 
• 104197-70-8 N-(benzyloxycarbonyl)-O-(tert-butyldimethylsilyl)-L-threonyl-4(R)-hydroxy-L-proline 
• 71018-13-8 echinocandin D 
• 104213-53-8 N-(benzyloxycarbonyl)-O-(tert-butyldimethylsilyl)-L-threonyl-4(R)-hydroxy-L-prolyl-3(R)-hydroxy-L-homotyrosinyl-L-threonyl-3(S)-hydroxy-4(S)-methyl-L-proline methyl ester 
• 104197-61-7 N^α-linoleyl-N^δ-(tert-butoxycarbonyl)-L-ornithinyl-O-(tert-butyldimethylsilyl)-L-threonyl-4(R)-hydroxy-L-prolyl-3(R)-hydroxy-L-homotyrosinyl-L-threonyl-3(S)-hydroxy-4(S)-methyl-L-proline methyl ester 
• 110579-36-7 (2S,4R)-2-(tert-butoxycarbonyl)amino-4-bromomethyl-γ-butyrolactone 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 188749-14-6 [(3S,5S)-5-((R)-Benzenesulfinylmethyl)-2-oxo-tetrahydro-furan-3-yl]-carbamic acid tert-butyl ester 
• 188749-12-4 ((3S,5S)-2-Oxo-5-phenylsulfanylmethyl-tetrahydro-furan-3-yl)-carbamic acid tert-butyl ester 

Relevant articles and documents

Synthetic Studies on Antifungal Cyclic Peptides, Echinocandins. Stereoselective Total Synthesis of Echinocandin D via a Novel Peptide Coupling

Synthetic studies on the novel fungicidal oligopeptides, echinocandins (1b and 1c), are described.The constituent amino acids 5-8 were synthesized in a stereocontrolled manner from the chiral starting materials, 5a, 6a and 7a, respectively.The coupling of these amino acids was characterized by the use of unprotected amino acid as the C-terminal and 2-pyridyl thiol ester as the N-terminal, and the coupling was performed in the presence of 1-(trimethylsilyl)imidazole (TMSIm) or a catalytic amount of tert-amine to give C-terminal free dipeptides, 14 and 16a, respectively, which were converted to the pentapeptide 17a, a common intermediate for the synthesis of 1b and 1c.The synthesis of 1c was achieved by the cyclization of the hexapeptide 24b.

AN EFFICIENT ROUTE TO 1,3-AMINO HYDROXYL SYSTEM VIA ELECTROPHILIC LACTONIZATION OF 2-AMINO-4-PENTENOIC ACID DERIVATIVES. STEREOSELECTIVE SYNTHESIS OF (-)-BULGECININE

Several γ-hydroxy-α-amino acid systems were prepared stereoselectively from 2-amino-4-pentenoic acid derivatives using electrophilic lactonization.This strategy was applied to the synthesis of a highly functionalized proline analogue, (-)-bulgecinine (4).