(4R)-N-[(3R)-3-allyloxy-3-phenylpropanoyl]-4-phenyl-1,3-thiazolidine-2-thione

Base Information

Chemical Name:(4R)-N-[(3R)-3-allyloxy-3-phenylpropanoyl]-4-phenyl-1,3-thiazolidine-2-thione
CAS No.:1334180-32-3
Molecular Formula:C₂₁H₂₁NO₂S₂
Molecular Weight:383.535
Hs Code.:

Synonyms:

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Chemical Property of (4R)-N-[(3R)-3-allyloxy-3-phenylpropanoyl]-4-phenyl-1,3-thiazolidine-2-thione

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Technology Process of (4R)-N-[(3R)-3-allyloxy-3-phenylpropanoyl]-4-phenyl-1,3-thiazolidine-2-thione

There total 1 articles about (4R)-N-[(3R)-3-allyloxy-3-phenylpropanoyl]-4-phenyl-1,3-thiazolidine-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:

: 110199-18-3
(4R)-4-phenyl-1,3-thiazolidine-2-thione

: 1334180-43-6
(4R)-N-[(3S)-3-allyloxy-3-phenylpropanoyl]-4-phenyl-1,3-thiazolidine-2-thione

: 1334180-32-3
(4R)-N-[(3R)-3-allyloxy-3-phenylpropanoyl]-4-phenyl-1,3-thiazolidine-2-thione

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: titanium tetrachloride / dichloromethane / 0.08 h / -10 °C / Inert atmosphere

2.2: 2 h / -78 - -50 °C / Inert atmosphere

2.3: 5 h / -78 °C / Inert atmosphere

With pyridine; titanium tetrachloride; In dichloromethane;
DOI:10.1002/chem.201101082

Reference yield:

: 1334180-32-3
(4R)-N-[(3R)-3-allyloxy-3-phenylpropanoyl]-4-phenyl-1,3-thiazolidine-2-thione

: C₁₈H₂₂O₅

Guidance literature:: Multi-step reaction with 7 steps

1: 1H-imidazole / dichloromethane / 50 h / Inert atmosphere

2: 4-acetamidobenzenesulfonyl azide; triethylamine / dichloromethane / 24 h / 20 °C / Inert atmosphere

3: ozone / dichloromethane / -78 °C / Inert atmosphere

4: triphenylphosphine / dichloromethane / 20 h / -78 - 20 °C / Inert atmosphere

5: dichloromethane / 50 h / 20 °C / Inert atmosphere

6: sodium tris(acetoxy)borohydride; acetic acid / ethyl acetate / 5.5 h / 50 °C / Inert atmosphere

7: dirhodium tetraacetate / dichloromethane / 2 h / 20 °C / Inert atmosphere

With 1H-imidazole; dirhodium tetraacetate; 4-acetamidobenzenesulfonyl azide; sodium tris(acetoxy)borohydride; ozone; acetic acid; triethylamine; triphenylphosphine; In dichloromethane; ethyl acetate; 5: Wittig reaction;
DOI:10.1002/chem.201101082

Reference yield:

: 1334180-32-3
(4R)-N-[(3R)-3-allyloxy-3-phenylpropanoyl]-4-phenyl-1,3-thiazolidine-2-thione

: C₁₉H₂₄O₄Si

Guidance literature:: Multi-step reaction with 9 steps

1: 1H-imidazole / dichloromethane / 50 h / Inert atmosphere

2: 4-acetamidobenzenesulfonyl azide; triethylamine / dichloromethane / 24 h / 20 °C / Inert atmosphere

3: ozone / dichloromethane / -78 °C / Inert atmosphere

4: triphenylphosphine / dichloromethane / 20 h / -78 - 20 °C / Inert atmosphere

5: dichloromethane / 50 h / 20 °C / Inert atmosphere

6: sodium tris(acetoxy)borohydride; acetic acid / ethyl acetate / 5.5 h / 50 °C / Inert atmosphere

7: dirhodium tetraacetate / dichloromethane / 2 h / 20 °C / Inert atmosphere

8: methanesulfonic acid / dichloromethane / 20 °C / Inert atmosphere

9: triethylamine / dichloromethane / 1.5 h / Inert atmosphere

With 1H-imidazole; dirhodium tetraacetate; methanesulfonic acid; 4-acetamidobenzenesulfonyl azide; sodium tris(acetoxy)borohydride; ozone; acetic acid; triethylamine; triphenylphosphine; In dichloromethane; ethyl acetate; 5: Wittig reaction;
DOI:10.1002/chem.201101082