1-[2-(4-methoxy-benzyl)-1,1-dioxo-1λ⁶-isothiazolidin-5-yl]-2,2-dimethyl-propylamine

Base Information

• Chemical Name: 1-[2-(4-methoxy-benzyl)-1,1-dioxo-1λ⁶-isothiazolidin-5-yl]-2,2-dimethyl-propylamine
• CAS No.: 879276-38-7
• Molecular Formula: C₁₆H₂₆N₂O₃S
• Molecular Weight: 326.46

Synonyms:1-[2-(4-methoxy-benzyl)-1,1-dioxo-1λ⁶-isothiazolidin-5-yl]-2,2-dimethyl-propylamine

Chemical Property of 1-[2-(4-methoxy-benzyl)-1,1-dioxo-1λ⁶-isothiazolidin-5-yl]-2,2-dimethyl-propylamine

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Technology Process of 1-[2-(4-methoxy-benzyl)-1,1-dioxo-1λ⁶-isothiazolidin-5-yl]-2,2-dimethyl-propylamine

There total 3 articles about 1-[2-(4-methoxy-benzyl)-1,1-dioxo-1λ⁶-isothiazolidin-5-yl]-2,2-dimethyl-propylamine 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: 89.0%

(1S,2R,4S)-4-methyl-benzenesulfinic acid {1-[2-(4-methoxy-benzyl)-1,1-dioxo-1λ6-isothiazolidin-5-yl]-2,2-dimethyl-propyl}-amide (879276-35-4) → 1-[2-(4-methoxy-benzyl)-1,1-dioxo-1λ6-isothiazolidin-5-yl]-2,2-dimethyl-propylamine (879276-38-7)

Guidance literature:

With trifluoroacetic acid; In methanol; at 0 - 20 ℃;

DOI:10.1021/ol053132b

Reference yield:

pivalaldehyde (630-19-3) → 1-[2-(4-methoxy-benzyl)-1,1-dioxo-1λ6-isothiazolidin-5-yl]-2,2-dimethyl-propylamine (879276-38-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: titanium tetraethoxide / tetrahydrofuran / 0.08 h / 0 °C

1.2: tetrahydrofuran / 5.17 h / 0 - 20 °C

2.1: NaHMDS / hexane; tetrahydrofuran / 0.33 h / -78 °C

2.2: 91 percent / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.1: 89 percent / TFA / methanol / 0 - 20 °C

With titanium(IV) tetraethanolate; sodium hexamethyldisilazane; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane;

DOI:10.1021/ol053132b

Reference yield:

(S)-4-methyl-benzenesulfinic acid (2,2-dimethyl-propylidene)-amide (188447-86-1) → 1-[2-(4-methoxy-benzyl)-1,1-dioxo-1λ6-isothiazolidin-5-yl]-2,2-dimethyl-propylamine (879276-38-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaHMDS / hexane; tetrahydrofuran / 0.33 h / -78 °C

1.2: 91 percent / tetrahydrofuran; hexane / 0.33 h / -78 °C

2.1: 89 percent / TFA / methanol / 0 - 20 °C

With sodium hexamethyldisilazane; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane;

DOI:10.1021/ol053132b

upstream raw materials:

(1S,2R,4S)-4-methyl-benzenesulfinic acid {1-[2-(4-methoxy-benzyl)-1,1-dioxo-1λ⁶-isothiazolidin-5-yl]-2,2-dimethyl-propyl}-amide

pivalaldehyde

(S)-4-methyl-benzenesulfinic acid (2,2-dimethyl-propylidene)-amide

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