(S)-N-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: (S)-N-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-4-methylbenzenesulfonamide
• CAS No.: 943437-57-8
• Molecular Formula: C₁₃H₁₉NO₄S
• Molecular Weight: 285.364

Synonyms:(S)-N-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-4-methylbenzenesulfonamide

Chemical Property of (S)-N-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-4-methylbenzenesulfonamide

Chemical Property:

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Technology Process of (S)-N-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-4-methylbenzenesulfonamide

There total 1 articles about (S)-N-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-4-methylbenzenesulfonamide 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: 87.0%

toluene-4-sulfonamide (70-55-3) + methanesulfonic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (83461-40-9,84806-02-0) → C19H29NO6S + (S)-N-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-4-methylbenzenesulfonamide (943437-57-8)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; In 1,4-dioxane; at 90 ℃; for 48h;

DOI:10.1002/ejoc.200700011

Reference yield: 98.0%

(S)-N-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-4-methylbenzenesulfonamide (943437-57-8) + (R)-benzyl glycidol (14618-80-5) → N-[(R)-3-benzyloxy-2-hydroxypropyl]-N-{(S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-4-methylbenzenesulfonamide (943437-59-0)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; at 90 ℃; for 4h;

DOI:10.1002/ejoc.200700011

Reference yield: 89.0%

(S)-N-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-4-methylbenzenesulfonamide (943437-57-8) + (2R)-1,2-epoxy-3-phenoxypropane (71031-03-3,71031-02-2) → N-[(R)-2-hydroxy-3-phenoxypropyl]-N-{(S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-4-methylbenzenesulfonamide (943437-58-9)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; at 90 ℃; for 2.5h;

DOI:10.1002/ejoc.200700011

upstream raw materials:

toluene-4-sulfonamide

methanesulfonic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Downstream raw materials:

N-[(R)-2-hydroxy-3-phenoxypropyl]-N-{(S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-4-methylbenzenesulfonamide

N-[(R)-3-benzyloxy-2-hydroxypropyl]-N-{(S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-4-methylbenzenesulfonamide

N-[(R)-2,3-dihydroxypropyl]-N-{(S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-4-methylbenzenesulfonamide

C₃₄H₄₇NO₈S₂

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