(R)-2-methyl-N-[(S)-2,2,2-trifluoro-1-(2-iodophenyl)ethyl]propane-2-sulfinamide

Base Information

• Chemical Name: (R)-2-methyl-N-[(S)-2,2,2-trifluoro-1-(2-iodophenyl)ethyl]propane-2-sulfinamide
• CAS No.: 1421615-37-3
• Molecular Formula: C₁₂H₁₅F₃INOS
• Molecular Weight: 405.223

Synonyms:(R)-2-methyl-N-[(S)-2,2,2-trifluoro-1-(2-iodophenyl)ethyl]propane-2-sulfinamide

Chemical Property of (R)-2-methyl-N-[(S)-2,2,2-trifluoro-1-(2-iodophenyl)ethyl]propane-2-sulfinamide

Chemical Property:

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Technology Process of (R)-2-methyl-N-[(S)-2,2,2-trifluoro-1-(2-iodophenyl)ethyl]propane-2-sulfinamide

There total 2 articles about (R)-2-methyl-N-[(S)-2,2,2-trifluoro-1-(2-iodophenyl)ethyl]propane-2-sulfinamide 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: 80.0%

(S)-(+)-N-(2-iodobenzylidene)-2-methylpropane-2-sulfinamide + (trifluoromethyl)trimethylsilane (81290-20-2) → (R)-2-methyl-N-[(S)-2,2,2-trifluoro-1-(2-iodophenyl)ethyl]propane-2-sulfinamide (1421615-37-3)

Guidance literature:

With tetrabutylammonium acetate; In tetrahydrofuran; at -20 ℃; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol3035142

Reference yield:

2-iodobenzaldehyde (26260-02-6) → (R)-2-methyl-N-[(S)-2,2,2-trifluoro-1-(2-iodophenyl)ethyl]propane-2-sulfinamide (1421615-37-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: titanium(IV) tetraethanolate / dichloromethane / 0.08 h / Inert atmosphere

1.2: 20 h / 20 °C / Inert atmosphere

2.1: tetrabutylammonium acetate / tetrahydrofuran / -20 °C / Inert atmosphere

With titanium(IV) tetraethanolate; tetrabutylammonium acetate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol3035142

Reference yield: 78.0%

(R)-2-methyl-N-[(S)-2,2,2-trifluoro-1-(2-iodophenyl)ethyl]propane-2-sulfinamide (1421615-37-3) → (S)-2,2,2-trifluoro-1-(2-iodophenyl)ethanamine (1213473-30-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol; at 20 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1002/chem.201500773

upstream raw materials:

(trifluoromethyl)trimethylsilane

2-iodobenzaldehyde

Downstream raw materials:

(S,E)-tert-butyl 1-(3-methoxybenzylidene)-3-(trifluoromethyl)isoindoline-2-carboxylate

(S,Z)-tert-butyl 1-(3-methoxybenzylidene)-3-(trifluoromethyl)isoindoline-2-carboxylate

(S)-tert-butyl [2,2,2-trifluoro-1-(2-iodophenyl)ethyl]carbamate

(S)-tert-butyl 2,2,2-trifluoro-1-(2-(phenylethynyl)phenyl)ethylcarbamate

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