(-)-Nicotine (+)-O,O’-Di-p-toluoyl-D-tartaric Acid

CAS: 68935-25-1

Ref. TR-N424590

Product Information

• Name: (-)-Nicotine (+)-O,O’-Di-p-toluoyl-D-tartaric Acid
• Synonyms: [S-(R*,R*)]-2,3-Bis[(4-methylbenzoyl)oxy]-butanedioic Acid Compd. with (S)-3-(1-Methyl-2-pyrrolidinyl)pyridine, (S)-3-(1-Methyl-2-pyrrolidinyl)-pyridine [S-(R*,R*)]-2,3-Bis[(4-methylbenzoyl)oxy]butanedioate

Description

Applications (-)-Nicotine (+)-O,O’-Di-p-toluoyl-D-tartaric Acid Salt is an intermediate in synthesizing (R)-N'-Nitrosonornicotine (N535030), a tobacco alkaloid as risk factor of human cancer. It is a potent esophageal and nasal cavity carcinogens in rats and pulmonary carcinogens in mice.
References Wong, H. L., et al.: Chem. Res. Toxic., 18, 61 (2005); Stepanov, I., et al.: Cancer Res., 69, 8236 (2009), Maertens, R., et al.: Chem. Res. Toxicol., 22, 1406 (2009), Gaworski, C., et al.: Toxicol., 269, 54 (2010);

• Brand: TRC

Chemical properties

• Molecular weight: 162.23 + (386.35)
• Formula: C₁₀H₁₄N₂·(C₂₀H₁₈O₈)
• Color/Form: Neat
• InChI: InChI=1S/C28H34BN5O5/c1-19(2)15-25(29(38)39)34-27(36)23(17-21-11-7-4-8-12-21)32-26(35)22(16-20-9-5-3-6-10-20)33-28(37)24-18-30-13-14-31-24/h3-14,18-19,22-23,25,38-39H,15-17H2,1-2H3,(H,32,35)(H,33,37)(H,34,36)/t22-,23+,25+/m1/s1
• InChI key: InChIKey=WXSBJLWLFBBGKF-CUYJMHBOSA-N
• SMILES: CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](Cc1ccccc1)NC(=O)c1cnccn1)B(O)O