1448147-54-3

Basic information

• Product Name: (1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-bromo-4-hydroxycyclohexane-1,2,3-triyl triacetate
• Synonyms: (1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-bromo-4-hydroxycyclohexane-1,2,3-triyl triacetate
• CAS NO: 1448147-54-3
• Molecular Weight: 482.282
• Mol File: 1448147-54-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-bromo-4-hydroxycyclohexane-1,2,3-triyl triacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-bromo-4-hydroxycyclohexane-1,2,3-triyl triacetate(1448147-54-3)
• EPA Substance Registry System: (1S,2R,3S,4S,5S,6R)-6-acetamido-4-(acetoxymethyl)-5-bromo-4-hydroxycyclohexane-1,2,3-triyl triacetate(1448147-54-3)

Safety Data

• Hazardous Substances Data: 1448147-54-3(Hazardous Substances Data)

Upstream product

• 74645-52-6 (1L)-(1,3,4/2)-4-acetamido-1,2,3-tri-O-acetyl-4-[(acetoxy)methyl]cyclohex-5-ene-1,2,3-triol 
• 900501-28-2 (1R,2S,3R,4S,5R,6R)-5-acetamido-1-(acetoxymethyl)-7-oxabicyclo[4.1.0]heptane-2,3,4-triyl triacetate 
• 38231-86-6 valienamine 

Relevant articles and documents

Diastereospecific epoxidation and highly regioselective ring-opening of (+)-valienamine: Practical synthesis of (+)-valiolamine

An efficient and practical synthesis of (+)-valiolamine starting from readily available aminocyclitol (+)-valienamine in five steps and up to 80% total yield in gram-scale quantities is reported. Diastereospecific epoxidation by means of substrate directable reaction and regioselective ring-opening of corresponding epoxide are the key reactions in the synthesis, which circumvent laborious purification of products using chromatographical separation. The detailed mechanisms of epoxidation and ring-opening attacked by halide, including the directing and steric hindrance effect, are also discussed.