(1S,2R,3R)-1-[(R)-4-(5-difluoromethylisoxazol-3-yl)-3-methylpiperazine-1-sulfonylamino]-2,3-dimethyl-2-phenylcyclopropane-1-carboxylic acid

Base Information

Chemical Name:(1S,2R,3R)-1-[(R)-4-(5-difluoromethylisoxazol-3-yl)-3-methylpiperazine-1-sulfonylamino]-2,3-dimethyl-2-phenylcyclopropane-1-carboxylic acid
CAS No.:1288977-60-5
Molecular Formula:C₂₁H₂₆F₂N₄O₅S
Molecular Weight:484.524
Hs Code.:

(1S,2R,3R)-1-[(R)-4-(5-difluoromethylisoxazol-3-yl)-3-methylpiperazine-1-sulfonylamino]-2,3-dimethyl-2-phenylcyclopropane-1-carboxylic acid

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Chemical Property of (1S,2R,3R)-1-[(R)-4-(5-difluoromethylisoxazol-3-yl)-3-methylpiperazine-1-sulfonylamino]-2,3-dimethyl-2-phenylcyclopropane-1-carboxylic acid

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Technology Process of (1S,2R,3R)-1-[(R)-4-(5-difluoromethylisoxazol-3-yl)-3-methylpiperazine-1-sulfonylamino]-2,3-dimethyl-2-phenylcyclopropane-1-carboxylic acid

There total 13 articles about (1S,2R,3R)-1-[(R)-4-(5-difluoromethylisoxazol-3-yl)-3-methylpiperazine-1-sulfonylamino]-2,3-dimethyl-2-phenylcyclopropane-1-carboxylic acid 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:

: C₂₅H₃₄F₂N₄O₅S

: 1288977-60-5
(1S,2R,3R)-1-[(R)-4-(5-difluoromethylisoxazol-3-yl)-3-methylpiperazine-1-sulfonylamino]-2,3-dimethyl-2-phenylcyclopropane-1-carboxylic acid

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 12h;
DOI:10.1021/jm101609j

Reference yield:

: (1SR,2RS,3RS)-methyl 1-tert-butoxycarbonylamino-2,3-dimethyl-2-phenylcyclopropanecarboxylate

: 1288977-60-5
(1S,2R,3R)-1-[(R)-4-(5-difluoromethylisoxazol-3-yl)-3-methylpiperazine-1-sulfonylamino]-2,3-dimethyl-2-phenylcyclopropane-1-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydroxide / tetrahydrofuran; methanol / 12 h / 90 °C

2.1: potassium hydrogensulfate / ethyl acetate

2.2: 2 h / 100 °C

3.1: toluene-4-sulfonic acid / methanol / 12 h / 20 °C

4.1: 4-methyl-morpholine / acetonitrile / 2 h / 50 °C

5.1: 4-methyl-morpholine / 1,4-dioxane / 100 °C / Inert atmosphere

6.1: hydrogenchloride / 1,4-dioxane / 12 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; potassium hydrogensulfate; toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethyl acetate; acetonitrile;
DOI:10.1021/jm101609j

Reference yield:

: (2RS,3RS)-dimethyl 2,3-dimethyl-2-phenylcyclopropane-1,1-dicarboxylate

: 1288977-60-5
(1S,2R,3R)-1-[(R)-4-(5-difluoromethylisoxazol-3-yl)-3-methylpiperazine-1-sulfonylamino]-2,3-dimethyl-2-phenylcyclopropane-1-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydroxide / tetrahydrofuran; methanol / 12 h / 20 °C

2.1: diphenyl phosphoryl azide; triethylamine / 12 h / 100 °C

3.1: sodium hydroxide / tetrahydrofuran; methanol / 12 h / 90 °C

4.1: potassium hydrogensulfate / ethyl acetate

4.2: 2 h / 100 °C

5.1: toluene-4-sulfonic acid / methanol / 12 h / 20 °C

6.1: 4-methyl-morpholine / acetonitrile / 2 h / 50 °C

7.1: 4-methyl-morpholine / 1,4-dioxane / 100 °C / Inert atmosphere

8.1: hydrogenchloride / 1,4-dioxane / 12 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; potassium hydrogensulfate; diphenyl phosphoryl azide; toluene-4-sulfonic acid; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethyl acetate; acetonitrile; 2.1: Curtius rearrangement;
DOI:10.1021/jm101609j