ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate

C18H21BrO5 — CID 102283066

IUPACethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate
SMILESCCOC(=O)[C@@H]1C[C@@]2(C(C)(C)O)OC(=O)[C@H]2[C@@H]1c1ccc(Br)cc1
InChIInChI=1S/C18H21BrO5/c1-4-23-15(20)12-9-18(17(2,3)22)14(16(21)24-18)13(12)10-5-7-11(19)8-6-10/h5-8,12-14,22H,4,9H2,1-3H3/t12-,13-,14-,18-/m1/s1
InChIKeyGMTQIXZXOCNSKS-UHQDVWGKSA-N
MW397.27 g/mol
LogP2.80
Rot. Bonds4

About ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate

ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate (PubChem CID 102283066) has the molecular formula C18H21BrO5 and a molecular weight of 397.27 g/mol. Its IUPAC name is ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate.

Molecular Properties

Compound Nameethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate
PubChem CID102283066
Molecular FormulaC18H21BrO5
Molecular Weight397.27 g/mol
Exact Mass396.06
IUPAC Nameethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate
SMILESCCOC(=O)[C@@H]1C[C@@]2(C(C)(C)O)OC(=O)[C@H]2[C@@H]1c1ccc(Br)cc1
InChIInChI=1S/C18H21BrO5/c1-4-23-15(20)12-9-18(17(2,3)22)14(16(21)24-18)13(12)10-5-7-11(19)8-6-10/h5-8,12-14,22H,4,9H2,1-3H3/t12-,13-,14-,18-/m1/s1
InChIKeyGMTQIXZXOCNSKS-UHQDVWGKSA-N
XLogP2.80
TPSA72.83 Ų
H-Bond Donors1
H-Bond Acceptors5
Rotatable Bonds4
Heavy Atoms24
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500397.27
LogP ≤ 52.80
H-Bond Donors ≤ 51
H-Bond Acceptors ≤ 105

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'four_member_lactones', 'substructure': 'N/A'}

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Related Compounds

ethyl (1S,2R,3R,5R)-5-(2-hydroxypropan-2-yl)-7-oxo-2-phenyl-6-oxabicyclo[3.2.0]heptane-3-carboxylate
CID 25208649
(1S,2S,3R,5R)-3-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-2-phenyl-6-oxabicyclo[3.2.0]heptan-7-one
CID 139038198
ethyl (3aS,5S,6R,6aS)-6-(4-bromophenyl)-3a-hydroxy-3,3-dimethyl-1-oxo-4,5,6,6a-tetrahydrocyclopenta[c]furan-5-carboxylate
CID 139038200
ethyl (3aR,5S,6S,6aR)-6-(4-bromophenyl)-3a-hydroxy-3,3-dimethyl-1-oxo-4,5,6,6a-tetrahydrocyclopenta[c]furan-5-carboxylate
CID 139038201
ethyl (1S,2R,3R,5R)-5-(2-hydroxypropan-2-yl)-7-oxo-2-[4-(trifluoromethyl)phenyl]-6-oxabicyclo[3.2.0]heptane-3-carboxylate
CID 102283067
ethyl (1R,2S,3R,5S)-5-(2-hydroxypropan-2-yl)-7-oxo-2-phenyl-6-oxabicyclo[3.2.0]heptane-3-carboxylate
CID 25208651
dipropan-2-yl (1R,2S,3R,4R)-3-(4-bromophenyl)-1-hydroxy-4-phenylcyclopentane-1,2-dicarboxylate
CID 53235984
(1S,2R,3R,5R)-3-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-2-phenyl-6-oxabicyclo[3.2.0]heptan-7-one
CID 102283071
ethyl (3aS,5R,6R,6aS)-6-(4-bromophenyl)-3a-hydroxy-3,3-dimethyl-1-oxo-4,5,6,6a-tetrahydrocyclopenta[c]furan-5-carboxylate
CID 102283073

Frequently Asked Questions

What is the IUPAC name of ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate?
The IUPAC name of ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate (CID 102283066) is ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate.
What is the SMILES notation for ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate?
The canonical SMILES for ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate is CCOC(=O)[C@@H]1C[C@@]2(C(C)(C)O)OC(=O)[C@H]2[C@@H]1c1ccc(Br)cc1.
What is the InChIKey of ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate?
The InChIKey is GMTQIXZXOCNSKS-UHQDVWGKSA-N. The full InChI is InChI=1S/C18H21BrO5/c1-4-23-15(20)12-9-18(17(2,3)22)14(16(21)24-18)13(12)10-5-7-11(19)8-6-10/h5-8,12-14,22H,4,9H2,1-3H3/t12-,13-,14-,18-/m1/s1.
What are the key properties of ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate?
ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate has a molecular weight of 397.27 g/mol, XLogP of 2.80, 4 rotatable bonds, 1 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for ethyl (1S,2R,3R,5R)-2-(4-bromophenyl)-5-(2-hydroxypropan-2-yl)-7-oxo-6-oxabicyclo[3.2.0]heptane-3-carboxylate is sourced from PubChem (CID 102283066), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).