3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate

C20H27NO5 — CID 146617309

IUPAC3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate
SMILESCC(C)(C)OC(=O)N1[C@H]2CC[C@H](C(O)C2)[C@H]1C(=O)OCc1ccccc1
InChIInChI=1S/C20H27NO5/c1-20(2,3)26-19(24)21-14-9-10-15(16(22)11-14)17(21)18(23)25-12-13-7-5-4-6-8-13/h4-8,14-17,22H,9-12H2,1-3H3/t14-,15+,16?,17-/m0/s1
InChIKeyWHUYTZRSFPQBQH-WFVVYAPDSA-N
MW361.44 g/mol
LogP2.88
Rot. Bonds3

About 3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate

3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate (PubChem CID 146617309) has the molecular formula C20H27NO5 and a molecular weight of 361.44 g/mol. Its IUPAC name is 3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate.

Molecular Properties

Compound Name3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate
PubChem CID146617309
Molecular FormulaC20H27NO5
Molecular Weight361.44 g/mol
Exact Mass361.19
IUPAC Name3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate
SMILESCC(C)(C)OC(=O)N1[C@H]2CC[C@H](C(O)C2)[C@H]1C(=O)OCc1ccccc1
InChIInChI=1S/C20H27NO5/c1-20(2,3)26-19(24)21-14-9-10-15(16(22)11-14)17(21)18(23)25-12-13-7-5-4-6-8-13/h4-8,14-17,22H,9-12H2,1-3H3/t14-,15+,16?,17-/m0/s1
InChIKeyWHUYTZRSFPQBQH-WFVVYAPDSA-N
XLogP2.88
TPSA76.07 Ų
H-Bond Donors1
H-Bond Acceptors5
Rotatable Bonds3
Heavy Atoms26
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500361.44
LogP ≤ 52.88
H-Bond Donors ≤ 51
H-Bond Acceptors ≤ 105

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Related Compounds

3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-oxo-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate
CID 146617308
2-O,5-O-dibenzyl 1-O-tert-butyl pyrrolidine-1,2,5-tricarboxylate
CID 134230843
2-O-benzyl 1-O-tert-butyl (2S,3R)-3-methylaziridine-1,2-dicarboxylate
CID 10637321
2-O-benzyl 1-O-tert-butyl 3-O-methyl (2S)-5-hydroxypyrrolidine-1,2,3-tricarboxylate
CID 101396107
3-O-benzyl 2-O-tert-butyl (1S,3R,4S,5S,6S)-6-(cyclopropylmethyl)-5-fluoro-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate
CID 175735945
2-O-benzyl 1-O-tert-butyl (2S)-5-methoxypyrrolidine-1,2-dicarboxylate
CID 11313662
2-O-benzyl 1-O-tert-butyl 5-methoxypyrrolidine-1,2-dicarboxylate
CID 66985482
3-O-benzyl 2-O-tert-butyl (1S,3S,4S,5R,6S)-6-(cyclopropylmethyl)-5-phenoxycarbothioyloxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate
CID 150153746
2-O-benzyl 1-O-tert-butyl (2R)-azetidine-1,2-dicarboxylate
CID 150439110
1-O-tert-butyl 2-O,5-O-dimethyl (2R,3R,4R,5R)-3,4-bis(phenylmethoxy)pyrrolidine-1,2,5-tricarboxylate
CID 10907216
2-[(2S,3S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2-phenylmethoxycarbonylpyrrolidin-3-yl]acetic acid
CID 11257018
4-O,5-O-dibenzyl 1-O-tert-butyl (3aS,4R,6aR)-2,3,3a,4,6,6a-hexahydropyrrolo[2,3-c]pyrrole-1,4,5-tricarboxylate
CID 170612287

Frequently Asked Questions

What is the IUPAC name of 3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate?
The IUPAC name of 3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate (CID 146617309) is 3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate.
What is the SMILES notation for 3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate?
The canonical SMILES for 3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate is CC(C)(C)OC(=O)N1[C@H]2CC[C@H](C(O)C2)[C@H]1C(=O)OCc1ccccc1.
What is the InChIKey of 3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate?
The InChIKey is WHUYTZRSFPQBQH-WFVVYAPDSA-N. The full InChI is InChI=1S/C20H27NO5/c1-20(2,3)26-19(24)21-14-9-10-15(16(22)11-14)17(21)18(23)25-12-13-7-5-4-6-8-13/h4-8,14-17,22H,9-12H2,1-3H3/t14-,15+,16?,17-/m0/s1.
What are the key properties of 3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate?
3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate has a molecular weight of 361.44 g/mol, XLogP of 2.88, 3 rotatable bonds, 1 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for 3-O-benzyl 2-O-tert-butyl (1S,3S,4S)-5-hydroxy-2-azabicyclo[2.2.2]octane-2,3-dicarboxylate is sourced from PubChem (CID 146617309), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).