Benzoic acid (2S,3S)-2-hydroxy-3-((R)-toluene-4-sulfinyl)-2-trifluoromethyl-butyl ester

Base Information

• Chemical Name: Benzoic acid (2S,3S)-2-hydroxy-3-((R)-toluene-4-sulfinyl)-2-trifluoromethyl-butyl ester
• CAS No.: 215114-57-1
• Molecular Formula: C₁₉H₁₉F₃O₄S
• Molecular Weight: 400.419

Synonyms:Benzoic acid (2S,3S)-2-hydroxy-3-((R)-toluene-4-sulfinyl)-2-trifluoromethyl-butyl ester

Chemical Property of Benzoic acid (2S,3S)-2-hydroxy-3-((R)-toluene-4-sulfinyl)-2-trifluoromethyl-butyl ester

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Technology Process of Benzoic acid (2S,3S)-2-hydroxy-3-((R)-toluene-4-sulfinyl)-2-trifluoromethyl-butyl ester

There total 3 articles about Benzoic acid (2S,3S)-2-hydroxy-3-((R)-toluene-4-sulfinyl)-2-trifluoromethyl-butyl ester 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: 81.0%

benzoic acid (65-85-0,8013-63-6) + (2S,3S)-3-((R)-Toluene-4-sulfinyl)-2-trifluoromethyl-butane-1,2-diol (215114-42-4) → Benzoic acid (2S,3S)-2-hydroxy-3-((R)-toluene-4-sulfinyl)-2-trifluoromethyl-butyl ester (215114-57-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 2h; Ambient temperature;

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

Reference yield:

(+)-(R)-ethyl p-tolyl sulfoxide (1519-40-0) → Benzoic acid (2S,3S)-2-hydroxy-3-((R)-toluene-4-sulfinyl)-2-trifluoromethyl-butyl ester (215114-57-1)

Guidance literature:

Multi-step reaction with 3 steps

2: 89 percent / HClO₄ / H₂O; tetrahydrofuran / 120 h / Ambient temperature

3: 81 percent / DCC, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; perchloric acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water;

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

Reference yield:

(S)-2-[(S)-1-((R)-Toluene-4-sulfinyl)-ethyl]-2-trifluoromethyl-oxirane (215114-22-0) → Benzoic acid (2S,3S)-2-hydroxy-3-((R)-toluene-4-sulfinyl)-2-trifluoromethyl-butyl ester (215114-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / HClO₄ / H₂O; tetrahydrofuran / 120 h / Ambient temperature

2: 81 percent / DCC, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; perchloric acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water;

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

upstream raw materials:

benzoic acid

(2S,3S)-3-((R)-Toluene-4-sulfinyl)-2-trifluoromethyl-butane-1,2-diol

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

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

Downstream raw materials:

Benzoic acid (2S,3S)-2-hydroxy-3-p-tolylsulfanyl-2-trifluoromethyl-butyl ester

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