Marivel Samipillai

Crystal structure of (E)-2-(4-bromophenyl)ethenesulfonyl fluoride (C8H6BrFO2S)

Abstract C8H6BrFO2S, monoclinic, P21/m (no. 11), a = 4.7846(2) Å, b = 9.6099(4) Å, c = 10.3260(4) Å, β = 103.137(1)°, V = 462.36(3) Å3, Z = 2, Rgt(F) = 0.0193, wRref(F2) = 0.0502, T = 100(2) K.

An unexpected re-arrangement of the antibiotic carbapenem core to new 1,4-diazepin-5-one scaffolds

Herein we report a peculiar organocatalyzed domino-reaction on the carbapenem core structure. As previously reported, 30 mol% of proline yields diazabicyclo[4.2.1]nonane analogues, while we currently report the formation of novel 1,4-diazepin-5-ones from the same starting material in the presence of 100 mol% proline. The inherent chirality of the starting material led to the stereochemical preference of the products with excellent diastereoselectivity (>99 : 1). The diazepinone products were confirmed using X-ray diffraction and 2D-NMR structure elucidation. A plausible mechanism of the re-arrangement, involving an unactivated retro-Dieckmann condensation, is also presented.

Crystal structure of 4,10,16,22-tetrahydroxy-6,12,18,24-tetramethoxy-2,8,14,20-tetraethylphenylresorcin[4]arene – ethyl acetate (1/1), C68H72O10

Abstract C68H72O10, triclinic, P1̅ (no. 2), a = 13.3619(4) Å, b = 13.9234(4) Å, c = 16.6975(5) Å, α = 96.023(2)°, β = 104.537(1)°, γ = 105.625(1)°, V = 2845.85(15) Å3, Z = 2, Rgt(F) = 0.0491, wRref(F2) = 0.1311, T = 173 K.

Crystal structure of 5,11,17,23-tetra(tert-butyl)-25,26,27,28-tetrahexoxycalix[4]arene, C68H104O4

Abstract C68H104O4, monoclinic, P21/n (no. 14), a = 19.4442(12) Å, b = 16.8522(11) Å, c = 38.048(3) Å, β = 92.400(1)°, V = 12456.4(14) Å3, Z = 8, Rgt(F) = 0.0488, wRref(F2) = 0.1326, T = 153 K.

Crystal structure of tert-butyl (phenylsulfinyl)carbamate, C11H15NO3S

Abstract C11H15NO3S, orthorhombic, Pna21 (no. 33), a = 9.5337(10) Å, b = 10.7168(11) Å, c = 11.5675(11) Å, V = 1181.9(2) Å3, Z = 4, Rgt(F) = 0.0252, wRref(F2) = 0.0689, T = 173 K.

Crystal structure of 2-ethyl-1-tert-butyl 3-oxo-2-[phenyl(tert-butoxycarbonylamino)methyl]-1,2-pyrrolidinedicarboxylate, C24H34N2O7

Abstract C24H34N2O7, triclinic, P1̅ (no. 2), a = 9.9562(8) Å, b = 10.7465(9) Å, c = 13.7925(11) Å, α = 95.143°, β = 109.970(3)°, γ = 112.229(4)°, V = 1242.62(18) Å3, Z = 2, Rgt(F) = 0.0460, wRref(F2) = 0.1337, T = 173 K.

Crystal structure of 2-ethyl-1-tert-butyl-2-((4-fluorophenyl)(tert-butoxycarbonylamino)methyl)-3-oxo-pyrrolidine-1,2-dicarboxylate, C24H33FN2O7

Abstract C24H33FN2O7, triclinic, P1̅ (no. 2), a = 11.0118(7) Å, b = 11.5684(7) Å, c = 11.7276(7) Å, α = 112.294(1)°, β = 100.557(1)°, γ = 105.775(2)°, V = 1259.56(13) Å3, Z = 2, Rgt(F) = 0.0411, wRref(F2) = 0.1050, T = 173 K.