(1R,2R)-7-methoxy-2-propanamido-1,2,3,4-tetrahydronaphthalen-1-yl 2-methoxy-2-phenylacetate

• ChemBase ID: 172881
• Molecular Formular: C23H27NO5
• Molecular Mass: 397.46418
• Monoisotopic Mass: 397.18892297
• SMILES: c1c(cc2c(c1)CC[C@H]([C@@H]2OC(=O)C(c1ccccc1)OC)NC(=O)CC)OC
• Canonical SMILES: CCC(=O)N[C@@H]1CCc2c([C@H]1OC(=O)C(c1ccccc1)OC)cc(cc2)OC
• InChI: InChI=1S/C23H27NO5/c1-4-20(25)24-19-13-11-15-10-12-17(27-2)14-18(15)22(19)29-23(26)21(28-3)16-8-6-5-7-9-16/h5-10,12,14,19,21-22H,4,11,13H2,1-3H3,(H,24,25)/t19-,21?,22-/m1/s1
• InChIKey: UDKLJDIBERKFNQ-PSQUCKQXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R)-7-methoxy-2-propanamido-1,2,3,4-tetrahydronaphthalen-1-yl 2-methoxy-2-phenylacetate
• IUPAC Traditional name: (1R,2R)-7-methoxy-2-propanamido-1,2,3,4-tetrahydronaphthalen-1-yl 2-methoxy-2-phenylacetate
• Synonyms: [1R-[1α(R*),2β]]-α-Methoxy-benzeneacetic Acid 1,2,3,4-Tetrahydro-7-methoxy-2-[(1-oxopropyl)amino]-1-naphthalenyl Ester

Database IDs

• CAS Number: 88058-69-9
• PubChem SID: 164228791
• PubChem CID: 71750060

CALCULATED PROPERTIES

• Acid pKa: 15.301553
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.5780475
• LogD (pH = 7.4): 3.578048
• Log P: 3.578048
• Molar Refractivity: 108.5714 cm^3
• Polarizability: 42.783035 Å^3
• Polar Surface Area: 73.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Solid

DETAILS

Toronto Research Chemicals - M260950

Used in the preparation of Hexahydronaphthoxazines, a new class of dopamine agonists.

REFERENCES

• Jones, J. H. et al.: J. Med. Chem. 27, 1607(1984)