97551-67-2

Basic information

• Product Name: (3S,5S)-3-benzyloxycarbonylamino-5-hydroxy-γ-lactone
• Synonyms: (3S,5S)-3-benzyloxycarbonylamino-5-hydroxy-γ-lactone
• CAS NO: 97551-67-2
• Molecular Weight: 265.266
• Mol File: 97551-67-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (3S,5S)-3-benzyloxycarbonylamino-5-hydroxy-γ-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,5S)-3-benzyloxycarbonylamino-5-hydroxy-γ-lactone(97551-67-2)
• EPA Substance Registry System: (3S,5S)-3-benzyloxycarbonylamino-5-hydroxy-γ-lactone(97551-67-2)

Safety Data

• Hazardous Substances Data: 97551-67-2(Hazardous Substances Data)

Upstream product

• 132970-38-8 methyl (2S,4R)-2-benzyloxycarbonylamino-4,5-(isopropylidenedioxy)pentanoate 
• 100945-15-1 N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester 
• 104945-87-1 Trifluoro-methanesulfonic acid (3aR,7R,7aR)-6-oxo-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 134790-11-7 ((3aR,7R,7aS)-6-Oxo-2-phenyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-carbamic acid benzyl ester 
• 134877-41-1 2-Azido-2-deoxy-3,4-O-benzylidene-1,5-D-ribonolactone 
• 147410-09-1 2-Amino-2-deoxy-3,4-O-benzylidene-1,5-D-ribonolactone 
• 134877-40-0 3,4-O-benzylidene-D-ribonic-δ-lactone 
• 97551-65-0 5-O-acetyl-2-amino-2,3-dideoxy-D-threo-pentonic acid γ-lactone hydrochloride 
• 97551-63-8 5-O-acetyl-2-O-<(4-chlorophenyl)sulfonyl>-3-deoxy-D-erythro-penonic acid γ-lactone 
• 97551-62-7 5-O-acetyl-2-O-<(4-chlorophenyl)sulfonyl>-3-deoxy-β-D-erythro-pentfuranose 
• 97551-57-0 5-O-acetyl-1,2-O-isopropylidene-3-O-(imidazolylthiocarbonyl)-α-D-xylofuranose 
• 97551-64-9 5-O-acetyl-2-azido-2,3-dideoxy-D-threo-pentonic acid γ-lactone 
• 97551-58-1 5-O-acetyl-3-deoxy-1,2-O-isopropylidene-α-D-erythropentose 
• 97551-59-2 5-O-acetyl-3-deoxy-α-D-erythro-pentose 

Downstream Products

• 97551-74-1 3-<(3S,5S)-7-oxo-1-aza-4-oxabicyclo<3.2.0>hept-3-yl>-N-(benzyloxycarbonyl)-L-alanine diphenylmethyl ester 
• 97590-61-9 3-<(3S,5R)-7-oxo-1-aza-4-oxabicyclo<3.2.0>hept-3-yl>-N-(benzyloxycarbonyl)-L-alanine diphenylmethyl ester 
• 97569-85-2 N-(benzyloxycarbonyl)-5-bromo-4-(4-oxo-2-azetidinyloxy)-D-threo-L-norvaline diphenylmethyl ester 
• 97551-71-8 N-(benzyloxycarbonyl)-4,5-bis<<(4-chlorophenyl)sulfonyl>oxy>-4-D-threo-L-norvaline diphenylmethyl ester 
• 97569-84-1 N-(benzyloxycarbonyl)-5-<<(4-chlorophenyl)sulfonyl>oxy>-4-(4-oxo-2-azetidinyloxy)-D-threo-L-norvaline diphenylmethyl ester 
• 97551-72-9 N-(benzyloxycarbonyl)-5-<<(4-chlorophenyl)sulfonyl>oxy>-4-hydroxy-D-threo-L-norvaline diphenylmethyl ester 
• 97551-75-2 L-allo-1-(benzyloxycarbonyl)-4-((4-ooazetidin-2-yl)oxy)proline diphenylmethyl ester 
• 97551-73-0 2-<(benzyloxycarbonyl)amino>-5-O-<(4-chlorophenyl)sulfonyl>-2,3-dideoxy-D-threo-pentafuranonic acid γ-lactone 
• 97551-70-7 N-(benzyloxycarbonyl)-4,5-dihydroxy-D-threo-L-norvaline diphenylmethyl ester 
• 74758-63-7 Clavalanine 
• 97551-69-4 N-(benzyloxycarbonyl)-4,5-dihydroxy-D-threo-L-norvaline 

Relevant articles and documents

Synthesis of new 3- and 4-substituted analogues of acyl homoserine lactone quorum sensing autoinducers

The quorum sensing mechanism in Gram-negative bacteria uses small intercellular signal molecules, N-acyl-homoserine lactones (AHLs), to control transcription of specific genes in relation to population density. In this communication, we describe the parallel synthesis of new AHL analogues, in which substituents have been introduced into the 3- and 4-positions of the lactone ring. These analogues have been screened for their ability to activate and inhibit a Vibrio fischeri LuxI/LuxR-derived quorum sensing reporter system.

Rapid syntheses of 3-amino-5-hydroxymethyl-γ-lactones from L- allylglycine

(3R, 5R) and (3R, 5S) N-protected 3-amino-5-hydroxymethyl-γ-lactones were obtained by one dihydroxylation step from methyl N-protected L- allylglycinate.

A new approach to clavalanine β-lactam antibiotic: Transformation of chiral α-furfuryl amide into the δ-hydroxyl-α-amino lactones via asymmetrical dihydroxylation

Transformation of chiral α-furfuryl amide obtained from kinetic resolution into four δ-hydroxyl-α-amino lactones by utilizing the Sharpless ADH reaction as a key step was achieved.