(R)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline

CAS: 180272-45-1

Ref. TR-P336925

Product Information

• Name: (R)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline
• Synonyms: Isoquinoline, 1,2,3,4-tetrahydro-1-phenyl-, (1R)-, Isoquinoline, 1,2,3,4-tetrahydro-1-phenyl-, (R)-, (-)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline, (1R)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline, (1R)-Phenyl-1,2,3,4-tetrahydroisoquinoline

Description

Applications (R)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline is the counterpart to (S)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline, the latter enantiomer being a key intermediate in the preparation of Solifenacin (S676700), an antimuscarinic agent. Since (R)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline is produced as a by-product, it has been suggested that it should be recycled in order to obtain the S enantiomer on a larger scale. (R)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline is also used as a reagent to prepare quinuclidin-3-yl 1,2,3,4-tetrahydroisoquinoline-2-carboxylate derivatives, compounds that act as muscarinic receptor antagonists.
References Bolchi, C., et al.: Org. Process Res. Dev., 17, 432 (2013); Naito, R., et al.: J. Med. Chem., 48, 6597 (2005)

• Brand: TRC

Chemical properties

• Molecular weight: 209.29
• Formula: C₁₅H₁₅N
• Color/Form: White To Light Brown
• InChI: InChI=1S/C15H15N/c1-2-7-13(8-3-1)15-14-9-5-4-6-12(14)10-11-16-15/h1-9,15-16H,10-11H2/t15-/m1/s1
• InChI key: InChIKey=PRTRSEDVLBBFJZ-OAHLLOKOSA-N
• SMILES: c1ccc([C@H]2NCCc3ccccc32)cc1