81308-76-1

Basic information

• Product Name: N-((1S,2R,3R,4S,5R)-2,3-Bis-benzyloxy-4-hydroxy-5-nitro-cyclohexyl)-acetamide
• CAS NO: 81308-76-1
• Molecular Weight: 414.458
• Mol File: 81308-76-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-((1S,2R,3R,4S,5R)-2,3-Bis-benzyloxy-4-hydroxy-5-nitro-cyclohexyl)-acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-((1S,2R,3R,4S,5R)-2,3-Bis-benzyloxy-4-hydroxy-5-nitro-cyclohexyl)-acetamide(81308-76-1)
• EPA Substance Registry System: N-((1S,2R,3R,4S,5R)-2,3-Bis-benzyloxy-4-hydroxy-5-nitro-cyclohexyl)-acetamide(81308-76-1)

Safety Data

• Hazardous Substances Data: 81308-76-1(Hazardous Substances Data)

Upstream product

• 3055-46-7 N-((4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yl)-acetamide 
• 69892-50-8 N-((3R,4R,5S,6R)-4,5-Bis-benzyloxy-2-methoxy-6-trityloxymethyl-tetrahydro-pyran-3-yl)-acetamide 
• 69892-52-0 2-acetamido-3,4-di-O-benzyl-2-deoxy-D-glucopyranoside 
• 42756-57-0 methyl 2-acetamido-2-deoxy-6-O-trityl-D-glucopyranoside 
• 72-87-7 N-acetyl-D-glucosamine 
• 69940-08-5 N-((1S,2R,3R,4S,5R,6S)-2,3-Bis-benzyloxy-4,6-dihydroxy-5-nitro-cyclohexyl)-acetamide 
• 81308-75-0 Acetic acid (1S,2S,3R,4R,5S,6S)-2-acetylamino-3,4-bis-benzyloxy-5-hydroxy-6-nitro-cyclohexyl ester 

Downstream Products

• 14187-81-6 (1α,2β,3α,4β,6β)-4,6-Diamino-1,2,3-cyclohexantriol 
• 6216-31-5 2-deoxystreptamine pentaacetate 

Relevant articles and documents

REDUCTIVE ONE-STEP ELIMINATION OF AN ACETOXYL RESIDUE AT β-POSITION OF A NITRO GROUP: SYNTHESES OF (-)-SHIKIMIC ACID FROM D-MANNOSE AND 2-DEOXYSTREPTAMINE PENTAACETATE FROM N-ACETYL-D-GLUCOSAMINE

By utilizing a reductive one-step elimination reaction of an acetoxyl residue at β-position of the nitro group in cyclitols, a synthesis of the ketocyclitol triacetate (15a), which was already converted to (-)-shikimic acid (16) and (-)-guinic acid (17), from D-mannose (4) and a conversion from N-acetyl-D-glucosamine (18) to 2-deoxystreptamine pentaacetate (22) have been accomplished.