54299-23-9

Basic information

• Product Name: 1,3-Dioxan-5-amine, 4-phenyl-, cis-
• CAS NO: 54299-23-9
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Mol File: 54299-23-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxan-5-amine, 4-phenyl-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxan-5-amine, 4-phenyl-, cis-(54299-23-9)
• EPA Substance Registry System: 1,3-Dioxan-5-amine, 4-phenyl-, cis-(54299-23-9)

Safety Data

• Hazardous Substances Data: 54299-23-9(Hazardous Substances Data)

Upstream product

• 103502-03-0 (+/-)-trans-4-phenyl-[1,3]dioxane-5-carboxylic acid amide 
• 2425-28-7 2-Bromo-1-phenylethanol 
• 103-64-0 bromostyrene 
• 100-42-5 styrene 
• 77940-37-5 5-bromo-4-phenyl-[1,3]dioxane 
• 140-10-3 (E)-3-phenylacrylic acid 
• 2231-67-6 (+/-)-trans-4-phenyl-[1,3]dioxane-5-carboxylic acid 

Downstream Products

• 94908-60-8 (+/-)-N-(trans-4-phenyl-[1,3]dioxan-5-yl)-benzamide 
• 98045-51-3 cis (-)-(4R)-phenyl-(5R)-dichloroacetamido-1,3-dioxane 
• 119-62-0 (+/-)-threo-1-(4-nitro-phenyl)-2-amino-1,3-propanediol 
• 56-75-7 threo (+/-)-2,2-dichloro-N-<2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl> acetamide 
• 119-62-0 (+/-)-threo-2-amino-1-(p-nitrophenyl)-propane-1,3-diol 
• 120286-68-2 (4R,5R)-(-)-(3S-3-methyl-3-phenyl-butanedioylamido)-4-phenyl-1,3-dioxane 
• 120286-69-3 (4S,5S)-(-)-(3S-3-methyl-3-phenyl-butanedioylamido)-4-phenyl-1,3-dioxane 
• 2271-58-1 (1RS,2RS)-2-amino-1-(4-nitro-phenyl)-propane-1,3-diol; hydrochloride 
• 3306-06-7 (+/-)-threo-2-amino-1-phenyl-1,3-propanediol 
• 93086-26-1 (+/-)-threo-5-acetylamino-4-phenyl-1,3-dioxane 
• 98103-24-3 cis-5-amino-4-phenyl-1,3-dioxane 
• 126109-35-1 threo (1R)-acetoxymethoxy-(2R)-dichloroacetamido-3-acetoxy-1-p-nitrophenylpropane 
• 98045-53-5 cis (-)-(4R)-p-nitrophenyl-(5R)-dichloroacetamido-1,3-dioxane 
• 10318-17-9 (1R,2R)-3-(acetyloxy)-2-[(dichloroacetyl)amino]-1-(4-nitrophenyl)propyl acetate 

Relevant articles and documents

STEREOSELECTIVE SYNTHESIS OF (+/-)-threo-2-AMINO-1-(4-NITROPHENYL)-1,3-PROPANEDIOL

Addition of hypobromic acid to styrene afforded styrene bromohydrin (I) which was dehydrated to ω-bromostyrene (II).Prince reaction of II with aqueous formaldehyde gave 5-bromo-4-phenyl-1,3-dioxane (III).The bromine atom in III was replaced with amino group by treatment with methanolic ammonia at 150 deg C and 6 - 8 MPa and the obtained threo-5-amino-4-phenyl-1,3-dioxane (IVa) was hydrolyzed to give (+/-)-threo-2-amino-1-phenyl-1,3-propanediol (V).Suitably chosen method of nitration converted the free base IVa or its N-acetyl derivative IVb into 5-amino-4-(4-nitrophe nyl)-1,3-dioxane (VIa) or its N-acetyl derivative VIb which without isolation were hydrolyzed to threo-2-amino-1-(4-nitrophenyl)-1,3-propanediol (VII), isolated as hydrochloride.The liberated base was resolved into enantiomers and dichloroacetylated in the known manner to give D-(-)-threo-2-dichloroacetylamino-1-(4-nitrophenyl)-1,3-propanediol (chloramphenicol).