6,6-Dimethyl-3-oxabicyclo[3.1.0]hexane-2,4-dione
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6,6-Dimethyl-3-oxabicyclo[3.1.0]hexane-2,4-dione
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CAS No:
67911-21-1
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Formula:
C7H8O3
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Chemical Name:
6,6-Dimethyl-3-oxabicyclo[3.1.0]hexane-2,4-dione
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Synonyms:
3-Oxabicyclo[3.1.0]hexane-2,4-dione,6,6-dimethyl-;6,6-Dimethyl-3-oxabicyclo[3.1.0]hexane-2,4-dione;Caronic anhydride;cis-Caronic anhydride
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CAS No:
6,6-Dimethyl-3-oxabicyclo[3.1.0]hexane-2,4-dione Basic Attributes
140.14
140.14
614-164-1
2917209090
Safety Information
IRRITANT
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
6,6-Dimethyl-3-oxabicyclo[3.1.0]hexane-2,4-dione Use and Manufacturing
A solution of 6, 6-dimethyl-3-oxabicyclo[3. l.0]hexane-2, 4-dione (70 mg, 0.50 mmol) and /cvV-butyl (2-aminoethyl)carbamate (120 mg, 1.5 equiv.) in 3 mL of anhydrous DMF was stirred for 30 minutes at ambient temperature and then for 91 hours at 120 C. The reaction mixture was purified directly by preparative HPLC to afford 99 mg (0.35 mmol, 70% yield) of carbamate 1-164. A portion of the carbamate 1-164 (56 mg, 0.20 mmol) was deprotected in 2: 1 v/v DCM / TFA for twenty minutes at ambient temperature. The reaction mixture was concentrated in vacuo to give a crude trifluoroacetate salt, which was converted to 56 mg of 1-165 (89% yield) following GP1. ESI-MS found 315.0, C13H18N2O5S (MH+) requires 315.1A solution of 6, 6-dimethyl-3-oxabicyclo[3. l.0]hexane-2, 4-dione (70 mg, 0.50 mmol) and /cvV-butyl (2-aminoethyl)carbamate (120 mg, 1.5 equiv.) in 3 mL of anhydrous DMF was stirred for 30 minutes at ambient temperature and then for 91 hours at 120 C. The reaction mixture was purified directly by preparative HPLC to afford 99 mg (0.35 mmol, 70% yield) of carbamate 1-164. A portion of the carbamate 1-164 (56 mg, 0.20 mmol) was deprotected in 2: 1 v/v DCM / TFA for twenty minutes at ambient temperature. The reaction mixture was concentrated in vacuo to give a crude trifluoroacetate salt, which was converted to 56 mg of 1-165 (89% yield) following GP1. ESI-MS found 315.0, C13H18N2O5S (MH+) requires 315.1
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6,6-Dimethyl-3-oxabicyclo[3.1.0]hexane-2,4-dione
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