(-)-(S_S)-3,3,3-trifluoro-N-(p-methoxyphenyl)-2-iminopropyl-1-(1-naphtyl)sulfoxide

Base Information

• Chemical Name: (-)-(S_S)-3,3,3-trifluoro-N-(p-methoxyphenyl)-2-iminopropyl-1-(1-naphtyl)sulfoxide
• CAS No.: 364049-25-2
• Molecular Formula: C₂₀H₁₆F₃NO₂S
• Molecular Weight: 391.414

Synonyms:(-)-(S_S)-3,3,3-trifluoro-N-(p-methoxyphenyl)-2-iminopropyl-1-(1-naphtyl)sulfoxide

Chemical Property of (-)-(S_S)-3,3,3-trifluoro-N-(p-methoxyphenyl)-2-iminopropyl-1-(1-naphtyl)sulfoxide

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Technology Process of (-)-(S_S)-3,3,3-trifluoro-N-(p-methoxyphenyl)-2-iminopropyl-1-(1-naphtyl)sulfoxide

There total 1 articles about (-)-(S_S)-3,3,3-trifluoro-N-(p-methoxyphenyl)-2-iminopropyl-1-(1-naphtyl)sulfoxide 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:

(S)-(-)-methyl 1-naphthyl sulfoxide (63699-45-6) + (Z)-2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidoyl chloride (75999-66-5) → (-)-(SS)-3,3,3-trifluoro-N-(p-methoxyphenyl)-2-iminopropyl-1-(1-naphtyl)sulfoxide (364049-25-2)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/ol016087q

Reference yield:

(-)-(SS)-3,3,3-trifluoro-N-(p-methoxyphenyl)-2-iminopropyl-1-(1-naphtyl)sulfoxide (364049-25-2) → (-)-(2S,SS)-3,3,3-trifluoro-N-(p-methoxyphenyl)-2-aminopropyl-1-(1-naphtyl)sulfoxide (364049-15-0)

Guidance literature:

With tetrabutylammonium borohydride; In methanol; at -70 ℃; for 0.5h;

DOI:10.1021/ol016087q

Reference yield:

(-)-(SS)-3,3,3-trifluoro-N-(p-methoxyphenyl)-2-iminopropyl-1-(1-naphtyl)sulfoxide (364049-25-2) → (-)-(2S,SS)-2-(N-benzyloxycarbonyl)amino-3,3,3-trifluoropropyl-1-(1-naphtyl)sulfoxide (364049-52-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Bu₄NBH₄ / methanol / 0.5 h / -70 °C

2: CAN / acetonitrile; H₂O / 0.5 h / 0 °C

3: 95 percent / K₂CO₃ / dioxane; H₂O / 2 h / 20 °C

With ammonium cerium(IV) nitrate; tetrabutylammonium borohydride; potassium carbonate; In 1,4-dioxane; methanol; water; acetonitrile;

DOI:10.1021/ol016087q

upstream raw materials:

(S)-(-)-methyl 1-naphthyl sulfoxide

(Z)-2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidoyl chloride

Downstream raw materials:

(-)-(2S,S_S)-3,3,3-trifluoro-N-(p-methoxyphenyl)-2-aminopropyl-1-(1-naphtyl)sulfoxide

(-)-(2S,S_S)-2-(N-benzyloxycarbonyl)amino-3,3,3-trifluoropropyl-1-(1-naphtyl)sulfoxide

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