455. Macrocyclic musk compounds. Part III. A new synthesis of ambrettolide from aleuritic acid

Sabnis, S. D.; Mathur, H. H.; Bhattacharyya, S.C.

doi:10.1039/jr9630002477

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B Macrocyclic Lactones: Ambrettolide Exaltolide Cyclohexa1

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1964

2007

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Cited by 6 publications

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“…Direct treatment with potassium carbonate yielded (55). In an attempt to simplify the existing routes to ambrettolic acid and thus provide a rational scheme to synthetic ambrettolide, Sabnis et al (1963) resorted to a favorite starting material of early investigators of macrocyclics, aleuritic acid (74). By distillation over hot titanium oxide, they obtained a 50% yield of (49).…”

Section: B Macrocyclic Lactones: Ambrettolide Exaltolide Cyclohexamentioning

confidence: 99%

The Chemistry and Fragrance of Natural Musk Compounds

Mookherjee¹,

Wilson²

1982

Fragrance Chemistry

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Section: B Macrocyclic Lactones: Ambrettolide Exaltolide Cyclohexamentioning

confidence: 99%

The Chemistry and Fragrance of Natural Musk Compounds

Mookherjee¹,

Wilson²

1982

Fragrance Chemistry

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“…73-74 °C), which on treatment with dry acetone containing cone. sulphuric acid followed by oxidation with KMn0 4 /AcOH 2 afforded half-ester (2). Preferential reduction of the half-ester with LAH/THF 5 16-Methylhydrogen-7, 8-isopropylidenedioxy hexadecanedioate (3) : Methyl aleuritate (10.0 g) was stirred in pure dry acetone (25 ml) containing cone.…”

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confidence: 99%