• Name

  5-[2,4-Dihydroxy-5-isopropylphenyl]-N-ethyl-4-[4-(4-morpholinylmethyl)phenyl]-3-isoxazolecarboxamide

• EINECS
• CAS No. 747412-49-3
• Density 1.234 g/cm³
• Solubility
• Melting Point
• Formula C₂₆H₃₁N₃O₅
• Boiling Point 640.1°C at 760 mmHg
• Molecular Weight 465.549
• Flash Point 340.9°C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms NVP-AUY922;VER 52296;5-[2,4-Dihydroxy-5-isopropylphenyl]-N-ethyl-4-[4-(4-morpholinylmethyl)phenyl]-3-isoxazolecarboxamide;
• PSA 108.06000
• LogP 4.45390

Synthetic route

5-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-4-(4-morpholin-4-ylmethyl-phenyl)-isoxazole-3-carboxylic acid ethylamide

747412-49-3

5-(2,4-dihydroxy-5-isopropylphenyl)-4-(4-morpholin-4-ylmethylphenyl)isoxazole-3-carboxylic acid ethylamide

Conditions

Conditions	Yield
With boron trichloride In dichloromethane at 20℃; for 1.5h;
With boron trichloride In dichloromethane at 0℃; for 0.5h;

747412-49-3

5-(2,4-dihydroxy-5-isopropylphenyl)-4-(4-morpholin-4-ylmethylphenyl)isoxazole-3-carboxylic acid ethylamide

75-75-2

methanesulfonic acid

5-(2,4-dihydroxy-5-isopropyl-phenyl)-4-(4-morpholin-4-ylmethyl-phenyl)-isoxazole-3-carboxylic acid ethylamide mesylate

Conditions

Conditions	Yield
In tert-butyl methyl ether; water; acetone at 0 - 45℃; for 26 - 26.5833h; Product distribution / selectivity;	85%

cholesteryl hemi-4-oxaglutarate

747412-49-3

5-(2,4-dihydroxy-5-isopropylphenyl)-4-(4-morpholin-4-ylmethylphenyl)isoxazole-3-carboxylic acid ethylamide

AUY922-diglycolate-cholesterol

Conditions

Conditions	Yield
With dmap; diisopropyl-carbodiimide In dichloromethane at 19℃; for 4.25h; Inert atmosphere;	24%

747412-49-3

5-(2,4-dihydroxy-5-isopropylphenyl)-4-(4-morpholin-4-ylmethylphenyl)isoxazole-3-carboxylic acid ethylamide

5-(2,4-dihydroxy-5-isopropyl-phenyl)-4-(4-morpholin-4-ylmethyl-phenyl)-isoxazole-3-carboxylic acid ethylamide hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water; ethyl acetate at 25℃;

747412-49-3

5-(2,4-dihydroxy-5-isopropylphenyl)-4-(4-morpholin-4-ylmethylphenyl)isoxazole-3-carboxylic acid ethylamide

74124-79-1

di(succinimido) carbonate

N-ε-4-methyltrityl-L-lysine

75286-49-6, 75368-95-5

S-trityl-2-mercaptopropionic acid

60-24-2

2-hydroxyethanethiol

5-carboxy-2-(6-(dimethylamino)-3-(dimethyliminio)-3H-xanthen-9-yl)benzoate

A

C108H153N23O19S2

B

C108H153N23O19S2

Conditions

Conditions

Yield

Stage #1: N-ε-4-methyltrityl-L-lysine; S-trityl-2-mercaptopropionic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide Rink amide MBHA resin; Stage #2: With chlorotriisopropylsilane; trifluoroacetic acid In dichloromethane for 0.5h; Stage #3: 5-(2,4-dihydroxy-5-isopropylphenyl)-4-(4-morpholin-4-ylmethylphenyl)isoxazole-3-carboxylic acid ethylamide; di(succinimido) carbonate; 2-hydroxyethanethiol; 5-carboxy-2-(6-(dimethylamino)-3-(dimethyliminio)-3H-xanthen-9-yl)benzoate Further stages;

...Expand

747412-49-3

5-(2,4-dihydroxy-5-isopropylphenyl)-4-(4-morpholin-4-ylmethylphenyl)isoxazole-3-carboxylic acid ethylamide

74124-79-1

di(succinimido) carbonate

C84H130N15O15PolS3

75286-49-6, 75368-95-5

S-trityl-2-mercaptopropionic acid

60-24-2

2-hydroxyethanethiol

A

C77H121N19O14S2

B

C77H121N19O14S2

Conditions

Conditions

Yield

Stage #1: C84H130N15O15PolS3; S-trityl-2-mercaptopropionic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide Rink amide MBHA resin; Stage #2: With chlorotriisopropylsilane; trifluoroacetic acid In water for 0.5h; Stage #3: 5-(2,4-dihydroxy-5-isopropylphenyl)-4-(4-morpholin-4-ylmethylphenyl)isoxazole-3-carboxylic acid ethylamide; di(succinimido) carbonate; 2-hydroxyethanethiol Further stages;

...Expand

AUY922 Chemical Properties

AUY922 Specification