(2R,3S)-2-(Benzylamino-methyl)-1,1,1-trifluoro-3-((R)-toluene-4-sulfinyl)-butan-2-ol

Base Information

• Chemical Name: (2R,3S)-2-(Benzylamino-methyl)-1,1,1-trifluoro-3-((R)-toluene-4-sulfinyl)-butan-2-ol
• CAS No.: 215114-47-9
• Molecular Formula: C₁₉H₂₂F₃NO₂S
• Molecular Weight: 385.45

Synonyms:(2R,3S)-2-(Benzylamino-methyl)-1,1,1-trifluoro-3-((R)-toluene-4-sulfinyl)-butan-2-ol

Chemical Property of (2R,3S)-2-(Benzylamino-methyl)-1,1,1-trifluoro-3-((R)-toluene-4-sulfinyl)-butan-2-ol

Chemical Property:

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Technology Process of (2R,3S)-2-(Benzylamino-methyl)-1,1,1-trifluoro-3-((R)-toluene-4-sulfinyl)-butan-2-ol

There total 2 articles about (2R,3S)-2-(Benzylamino-methyl)-1,1,1-trifluoro-3-((R)-toluene-4-sulfinyl)-butan-2-ol 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: 90.0%

benzylamine (100-46-9) + (R)-2-[(S)-1-((R)-Toluene-4-sulfinyl)-ethyl]-2-trifluoromethyl-oxirane (215114-24-2) → (2R,3S)-2-(Benzylamino-methyl)-1,1,1-trifluoro-3-((R)-toluene-4-sulfinyl)-butan-2-ol (215114-47-9)

Guidance literature:

In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(98)83043-3

Reference yield:

(+)-(R)-ethyl p-tolyl sulfoxide (1519-40-0) → (2R,3S)-2-(Benzylamino-methyl)-1,1,1-trifluoro-3-((R)-toluene-4-sulfinyl)-butan-2-ol (215114-47-9)

Guidance literature:

Multi-step reaction with 2 steps

2: 90 percent / tetrahydrofuran / 24 h / Ambient temperature

In tetrahydrofuran;

DOI:10.1016/S0040-4020(98)83043-3

Reference yield: 98.0%

trifluoroacetic anhydride (407-25-0) + (2R,3S)-2-(Benzylamino-methyl)-1,1,1-trifluoro-3-((R)-toluene-4-sulfinyl)-butan-2-ol (215114-47-9) → N-Benzyl-2,2,2-trifluoro-N-((2R,3S)-2-hydroxy-3-p-tolylsulfanyl-2-trifluoromethyl-butyl)-acetamide (215114-59-3)

Guidance literature:

With sodium iodide; In acetone; at -20 ℃; for 0.333333h;

DOI:10.1016/S0040-4020(98)83043-3

upstream raw materials:

benzylamine

(R)-2-[(S)-1-((R)-Toluene-4-sulfinyl)-ethyl]-2-trifluoromethyl-oxirane

(+)-(R)-ethyl p-tolyl sulfoxide

Downstream raw materials:

N-Benzyl-2,2,2-trifluoro-N-((2R,3S)-2-hydroxy-3-p-tolylsulfanyl-2-trifluoromethyl-butyl)-acetamide

(S)-1-(N-benzyl-N-trifluoroacetyl)amino-2-trifluoromethylbutan-2-ol

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