(S)-2-Methyl-1-((R)-3-methyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-3-phenyl-propan-1-one

Base Information

• Chemical Name: (S)-2-Methyl-1-((R)-3-methyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-3-phenyl-propan-1-one
• CAS No.: 131700-94-2
• Molecular Formula: C₁₈H₁₉NO₃S
• Molecular Weight: 329.42

Synonyms:(S)-2-Methyl-1-((R)-3-methyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-3-phenyl-propan-1-one

Chemical Property of (S)-2-Methyl-1-((R)-3-methyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-3-phenyl-propan-1-one

Chemical Property:

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Technology Process of (S)-2-Methyl-1-((R)-3-methyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-3-phenyl-propan-1-one

There total 2 articles about (S)-2-Methyl-1-((R)-3-methyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-3-phenyl-propan-1-one 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:

(R)-3-methyl-2,3-dihydrobenzo[d]isothiazoline 1,1-dioxide (130973-53-4) → (S)-2-Methyl-1-((R)-3-methyl-1,1-dioxo-1,3-dihydro-1λ6-benzo[d]isothiazol-2-yl)-3-phenyl-propan-1-one (131700-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NEt₃ / CH₂Cl₂ / 3 h / 0 °C

2: 1.) sodium hexamethyldisilazide / 1.) THF, -78 deg C, 0.5 h, 2.) -78 deg C, 2.5 h

With sodium hexamethyldisilazane; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)97794-3

Reference yield:

1-((R)-3-Methyl-1,1-dioxo-1,3-dihydro-1λ6-benzo[d]isothiazol-2-yl)-propan-1-one (131700-89-5) + iodomethylbenzene (620-05-3) → (S)-2-Methyl-1-((R)-3-methyl-1,1-dioxo-1,3-dihydro-1λ6-benzo[d]isothiazol-2-yl)-3-phenyl-propan-1-one (131700-94-2)

Guidance literature:

With sodium hexamethyldisilazane; Yield given. Multistep reaction; 1.) THF, -78 deg C, 0.5 h, 2.) -78 deg C, 2.5 h;

DOI:10.1016/S0040-4039(00)97794-3

Reference yield: 81.0%

(S)-2-Methyl-1-((R)-3-methyl-1,1-dioxo-1,3-dihydro-1λ6-benzo[d]isothiazol-2-yl)-3-phenyl-propan-1-one (131700-94-2) → 2-methyl-3-phenylpropionic acid (1009-67-2,5628-72-8,14367-54-5,14367-67-0) + (R)-3-methyl-2,3-dihydrobenzo[d]isothiazoline 1,1-dioxide (130973-53-4)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃;

DOI:10.1016/S0040-4039(00)97794-3

upstream raw materials:

1-((R)-3-Methyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-propan-1-one

iodomethylbenzene

(R)-3-methyl-2,3-dihydrobenzo[d]isothiazoline 1,1-dioxide

Downstream raw materials:

2-methyl-3-phenylpropionic acid

(R)-3-methyl-2,3-dihydrobenzo[d]isothiazoline 1,1-dioxide

2-(Benzhydrylidene-amino)-1-((R)-3-methyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-ethanone

(S)-2-(Benzhydrylidene-amino)-1-((R)-3-methyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-3-phenyl-propan-1-one

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