23754-55-4

Basic information

• Product Name: {(4R,5S,6S,7R,8R,9R)-8-[(3-acetylphenyl)amino]-9-amino-6,7-dihydroxy-4,6-dimethyl-2-oxo-3-oxa-1-azaspiro[4.4]non-7-yl}methyl 2-hydroxy-6-methylbenzoate
• CAS NO: 23754-55-4
• Molecular Formula: C₂₆H₃₁N₃O₈
• Molecular Weight: 513.5396
• Mol File: 23754-55-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 770.2°C at 760 mmHg
• Flash Point: 419.6°C
• Density: 1.44g/cm³
• Vapor Pressure: 5.93E-25mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: {(4R,5S,6S,7R,8R,9R)-8-[(3-acetylphenyl)amino]-9-amino-6,7-dihydroxy-4,6-dimethyl-2-oxo-3-oxa-1-azaspiro[4.4]non-7-yl}methyl 2-hydroxy-6-methylbenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: {(4R,5S,6S,7R,8R,9R)-8-[(3-acetylphenyl)amino]-9-amino-6,7-dihydroxy-4,6-dimethyl-2-oxo-3-oxa-1-azaspiro[4.4]non-7-yl}methyl 2-hydroxy-6-methylbenzoate(23754-55-4)
• EPA Substance Registry System: {(4R,5S,6S,7R,8R,9R)-8-[(3-acetylphenyl)amino]-9-amino-6,7-dihydroxy-4,6-dimethyl-2-oxo-3-oxa-1-azaspiro[4.4]non-7-yl}methyl 2-hydroxy-6-methylbenzoate(23754-55-4)

Safety Data

• Hazardous Substances Data: 23754-55-4(Hazardous Substances Data)

Upstream product

• 1295471-72-5 C₁₈H₂₃N₅O₆ 
• 1403757-82-3 (4S,5R,6R,7S,8S,9S)-8-(3-acetylphenylamino)-9-azido-7-((tert-butyldiphenylsilyloxy)methyl)-6,7-dihydroxy-1-(4-methoxybenzyl)-4,6-dimethyl-3-oxa-1-azaspiro[4.4]nonan-2-one 
• 1403757-81-2 (4S,5R,6R,7S,8S,9S)-9-azido-7-((tert-butyldiphenylsilyloxy)-methyl)-6,7-dihydroxy-1-(4-methoxybenzyl)-4,6-dimethyl-8-(3-(prop-1-en-2-yl)phenylamino)-3-oxa-1-azaspiro[4.4]nonan-2-one 
• 1403757-80-1 (1S,2R,3R,4S,5S)-4-azido-1-((tert-butyldiphenylsilyloxy)-methyl)-3-((S)-1-hydroxyethyl)-3-(4-methoxybenzylamino)-2-methyl-5-(3-(prop-1-en-2-yl)phenylamino)cyclopentane-1,2-diol 
• 1295471-26-9 C₄₂H₅₁N₅O₆Si 
• 1295471-25-8 C₄₂H₄₉N₅O₅Si 
• 1295471-20-3 C₃₃H₃₈N₄O₅Si 
• 1295471-19-0 C₃₃H₄₀N₄O₆Si 
• 1295471-59-8 C₁₇H₂₂N₄O₆ 
• 1295471-56-5 C₁₇H₂₀N₄O₅ 
• 23668-11-3 pactamycin 
• 1295471-36-1 C₂₆H₂₉N₅O₈ 
• 438187-09-8 2-hydroxy-6-methyl-benzoic acid cyanomethyl ester 
• 1295471-35-0 C₃₄H₄₁N₅O₆Si 

Downstream Products

• 1295471-30-5 C₂₀H₃₀N₆O₆ 
• 1403757-81-2 (4S,5R,6R,7S,8S,9S)-9-azido-7-((tert-butyldiphenylsilyloxy)-methyl)-6,7-dihydroxy-1-(4-methoxybenzyl)-4,6-dimethyl-8-(3-(prop-1-en-2-yl)phenylamino)-3-oxa-1-azaspiro[4.4]nonan-2-one 
• 1403757-82-3 (4S,5R,6R,7S,8S,9S)-8-(3-acetylphenylamino)-9-azido-7-((tert-butyldiphenylsilyloxy)methyl)-6,7-dihydroxy-1-(4-methoxybenzyl)-4,6-dimethyl-3-oxa-1-azaspiro[4.4]nonan-2-one 
• 1073233-88-1 de-6-MSA-pactamycate 
• 1403757-83-4 (S)-1-((1R,2R,3S,4S,5S)-1-amino-5-azido-3-((tertbutyldiphenylsilyloxy)methyl)-2,3-dihydroxy-2-methyl-4-(3-(prop-1-en-2-yl)phenylamino)cyclopentyl)ethyl dimethylcarbamate 
• 1403834-91-2 (1S,5R,6S,7S,8R)-6-azido-1-((tert-butyldiphenylsilyloxy)-methyl)-8-hydroxy-5-((S)-1-hydroxyethyl)-8-methyl-7-(3-(prop-1-en-2-yl)phenylamino)-2-oxa-4-azabicyclo[3.2.1]octan-3-one 
• 1403757-84-5 (S)-1-((1R,2R,3S,4S,5S)-1-amino-5-azido-2-(benzyloxy)-3-(benzyloxymethyl)-3-(tert-butyldiphenylsilyloxy)-2-methyl-4-(3-(prop-1-en-2-yl)phenylamino)cyclopentyl)ethyl 4-methoxybenzoate 
• 1403757-85-6 (S)-1-((1R,2R,3S,4S,5S)-1-amino-5-azido-2-(benzyloxy)-3-(benzyloxymethyl)-3-(tert-butyldiphenylsilyloxy)-2-methyl-4-(3-(prop-1-en-2-yl)phenylamino)cyclopentyl)ethanol 
• 1403757-86-7 (S)-1-((1R,2R,3S,4S,5S)-1-amino-5-azido-2-(benzyloxy)-3-(benzyloxymethyl)-3-(tert-butyldiphenylsilyloxy)-2-methyl-4-(3-(prop-1-en-2-yl)phenylamino)cyclopentyl)ethyl dimethylcarbamate 
• 1403757-87-8 (1S,2S,3R,4R,5S)-2-azido-4-(benzyloxy)-3-((S)-1-(benzyloxy)ethyl)-5-(benzyloxymethyl)-5-(tert-butyldiphenylsilyloxy)-4-methyl-N₁-(3-(prop-1-en-2-yl)phenyl)cyclopentane-1,3-diamine 
• 1403757-88-9 N-((1S,2S,3R,4R,5S)-5-azido-3-(benzyloxy)-4-((S)-1-(benzyloxy)ethyl)-2-(benzyloxymethyl)-2-(tert-butyldiphenylsilyloxy)-4-isocyanato-3-methylcyclopentyl)-3-(prop-1-en-2-yl)aniline 
• 1403757-89-0 3-((1R,2R,3S,4S,5S)-5-azido-2-(benzyloxy)-1-((S)-1-(benzyloxy)ethyl)-3-(benzyloxymethyl)-3-(tert-butyldiphenylsilyloxy)-2-methyl-4-(3-(prop-1-en-2-yl)phenylamino)cyclopentyl)-1,1-dimethylurea 
• 1403757-90-3 3-((1R,2R,3S,4S,5S)-4-(3-acetylphenylamino)-5-azido-2-(benzyloxy)-1-((S)-1-(benzyloxy)ethyl)-3-(benzyloxymethyl)-3-(tert-butyldiphenylsilyloxy)-2-methylcyclopentyl)-1,1-dimethylurea 
• 1403757-91-4 3-((1R,2R,3S,4S,5S)-4-(3-acetylphenylamino)-5-azido-2-(benzyloxy)-1-((S)-1-(benzyloxy)ethyl)-3-(benzyloxymethyl)-3-hydroxy-2-methylcyclopentyl)-1,1-dimethylurea 

Relevant articles and documents

Total synthesis of pactamycin and pactamycate: A detailed account

This article describes synthetic studies that culminated in the first total synthesis of pactamycin and pactamycate and, in parallel, the two known congeners, de-6-MSA-pactamycin and de-6-MSA-pactamycate, lacking the 6-methylsalicylyl moiety. Starting with l-threonine as a chiron, a series of stereocontrolled condensations led to a key cyclopentenone harboring a spirocyclic oxazoline. A series of systematic functionalizations led initially to the incorrect cyclopentanone epoxide, which was "inverted" under solvolytic conditions. Installation of the remaining groups and manipulation of the oxazoline eventually led to pactamycin, pactamycate, and their desalicylyl analogues.

The structure of pactamycin.

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