Reactions of Relevance to the Chemistry of Aminoglycoside Antibiotics. Part 13. A Novel Synthesis of Benzyl Ethers

DOI: 10.1039/P19800002184

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 2184 - 2190 (1980)

Update date:2022-08-03

Topics:

Authors:

Barrett, Anthony G. M.

Read, Roger W.

Barton, Derek H. R.

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Article abstract of DOI:10.1039/P19800002184

Benzyl ethers were prepared from alcohols by reaction with chloro(phenylmethyl)dimethylammonium chloride and sodium hydrogen telluride in sequence.The salt (1) 1)OR²Cl^-; R¹=H, R²=cholest-5-en-3β-yl> and sodium borohydride gave the borane complex of 3β-dimethylaminomethoxycholest-5-ene.Salt (1; R¹=Ph, R²=cholest-5-en-3β-yl or 5α-cholestan-3β-yl) and ammonia or hydrazine gave the steroidal benzimidates or benzhydrazonate.

Full text of DOI:10.1039/P19800002184

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Product name:cholest-5-en-3β-yloxy(phenylmethylene)dimethylammonium chloride

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