(1aS,3aS,4R,6S)-4-benzoyloxy-(6-tert-butoxymethyl)-3a,4,5,6,6a-tetrahydrocyclopenta-1,3-dioxole-2-thione

Base Information

Chemical Name:(1aS,3aS,4R,6S)-4-benzoyloxy-(6-tert-butoxymethyl)-3a,4,5,6,6a-tetrahydrocyclopenta-1,3-dioxole-2-thione
CAS No.:241806-15-5
Molecular Formula:C₁₈H₂₂O₅S
Molecular Weight:350.436
Hs Code.:

Synonyms:(1aS,3aS,4R,6S)-4-benzoyloxy-(6-tert-butoxymethyl)-3a,4,5,6,6a-tetrahydrocyclopenta-1,3-dioxole-2-thione

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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 (1aS,3aS,4R,6S)-4-benzoyloxy-(6-tert-butoxymethyl)-3a,4,5,6,6a-tetrahydrocyclopenta-1,3-dioxole-2-thione

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Technology Process of (1aS,3aS,4R,6S)-4-benzoyloxy-(6-tert-butoxymethyl)-3a,4,5,6,6a-tetrahydrocyclopenta-1,3-dioxole-2-thione

There total 4 articles about (1aS,3aS,4R,6S)-4-benzoyloxy-(6-tert-butoxymethyl)-3a,4,5,6,6a-tetrahydrocyclopenta-1,3-dioxole-2-thione 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: 78.0%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 212911-11-0
(1R,2R,3S,4S)-1-benzyloxy-2,3-dihydroxy-4-(tert-butoxymethyl)cyclopentane

: 241806-15-5
(1aS,3aS,4R,6S)-4-benzoyloxy-(6-tert-butoxymethyl)-3a,4,5,6,6a-tetrahydrocyclopenta-1,3-dioxole-2-thione

Guidance literature:: In acetonitrile; at 20 ℃; for 24h;
DOI:10.1021/jm9901327

Reference yield:

: 98-88-4
benzoyl chloride

: 241806-15-5
(1aS,3aS,4R,6S)-4-benzoyloxy-(6-tert-butoxymethyl)-3a,4,5,6,6a-tetrahydrocyclopenta-1,3-dioxole-2-thione

Guidance literature:: Multi-step reaction with 3 steps

1: 93.4 percent / pyridine / 14 h / 0 - 20 °C

2: 93.3 percent / conc. HCl / methanol / 2.5 h / 20 °C

3: 78 percent / acetonitrile / 24 h / 20 °C

With pyridine; hydrogenchloride; In methanol; acetonitrile; 1: Acylation / 2: Hydrolysis / 3: thiocarbonylation;
DOI:10.1021/jm9901327

Reference yield:

: 192118-38-0
(1R,2R,3S,4S)-4-(tert-butoxymethyl)-2,3-(isopropylidenedioxy)cyclopentan-1-ol

: 241806-15-5
(1aS,3aS,4R,6S)-4-benzoyloxy-(6-tert-butoxymethyl)-3a,4,5,6,6a-tetrahydrocyclopenta-1,3-dioxole-2-thione

Guidance literature:: Multi-step reaction with 3 steps

1: 93.4 percent / pyridine / 14 h / 0 - 20 °C

2: 93.3 percent / conc. HCl / methanol / 2.5 h / 20 °C

3: 78 percent / acetonitrile / 24 h / 20 °C

With pyridine; hydrogenchloride; In methanol; acetonitrile; 1: Acylation / 2: Hydrolysis / 3: thiocarbonylation;
DOI:10.1021/jm9901327