(3R^,5R^,7S^*)-3,7-bis(benzoyloxy)-5-hydroxy-8-methylnonanoic acid δ-lactone

Base Information

Chemical Name:(3R^*,5R^*,7S^*)-3,7-bis(benzoyloxy)-5-hydroxy-8-methylnonanoic acid δ-lactone
CAS No.:113778-49-7
Molecular Formula:C₂₄H₂₆O₆
Molecular Weight:410.467
Hs Code.:

(3R<sup>*</sup>,5R<sup>*</sup>,7S<sup>*</sup>)-3,7-bis(benzoyloxy)-5-hydroxy-8-methylnonanoic acid δ-lactone

Synonyms:(3R^*,5R^*,7S^*)-3,7-bis(benzoyloxy)-5-hydroxy-8-methylnonanoic acid δ-lactone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R^*,5R^*,7S^*)-3,7-bis(benzoyloxy)-5-hydroxy-8-methylnonanoic acid δ-lactone

Chemical Property:

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Technology Process of (3R^*,5R^*,7S^*)-3,7-bis(benzoyloxy)-5-hydroxy-8-methylnonanoic acid δ-lactone

There total 5 articles about (3R^*,5R^*,7S^*)-3,7-bis(benzoyloxy)-5-hydroxy-8-methylnonanoic acid δ-lactone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

: 98-88-4
benzoyl chloride

: 113778-47-5
(3R^*,5R^*,7S^*)-3,5,7-trihydroxy-8-methylnonanoic acid δ-lactone

: 113778-49-7
(3R^*,5R^*,7S^*)-3,7-bis(benzoyloxy)-5-hydroxy-8-methylnonanoic acid δ-lactone

Guidance literature:: With pyridine; In dichloromethane; 0 deg C, 10 min. then room temp., 4.5 h.;
DOI:10.1021/ja00219a035

Reference yield:

: 113778-56-6
3-phenylpropyl 3,5-dioxohexanoate

: 113778-49-7
(3R^*,5R^*,7S^*)-3,7-bis(benzoyloxy)-5-hydroxy-8-methylnonanoic acid δ-lactone

Guidance literature:: Multi-step reaction with 4 steps

1: 55 percent / diisopropylamine, n-butyllithium / tetrahydrofuran; hexane / 0.02 h / -78 °C

2: 50 percent / tetramethylammonium triacetoxyborohydride / acetic acid / 0.5 h / Ambient temperature

3: 53 percent / 50percent HF / acetonitrile / 0.17 h

4: 95 percent / pyridine / CH₂Cl₂ / 0 deg C, 10 min. then room temp., 4.5 h.

With pyridine; n-butyllithium; hydrogen fluoride; diisopropylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; hexane; dichloromethane; acetic acid; acetonitrile;
DOI:10.1021/ja00219a035

Reference yield:

: 113778-57-7
3-phenylpropyl 7-hydroxy-3,5-dioxo-8-methylnonanoate

: 113778-49-7
(3R^*,5R^*,7S^*)-3,7-bis(benzoyloxy)-5-hydroxy-8-methylnonanoic acid δ-lactone

Guidance literature:: Multi-step reaction with 3 steps

1: 50 percent / tetramethylammonium triacetoxyborohydride / acetic acid / 0.5 h / Ambient temperature

2: 53 percent / 50percent HF / acetonitrile / 0.17 h

3: 95 percent / pyridine / CH₂Cl₂ / 0 deg C, 10 min. then room temp., 4.5 h.

With pyridine; hydrogen fluoride; tetramethylammonium triacetoxyborohydride; In dichloromethane; acetic acid; acetonitrile;
DOI:10.1021/ja00219a035