N-[(3aR,4S,6S,6aS)-6-(2,2-Dichloro-vinyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-[(3aR,4S,6S,6aS)-6-(2,2-Dichloro-vinyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide
• CAS No.: 74202-27-0
• Molecular Formula: C₁₇H₂₁Cl₂NO₄S
• Molecular Weight: 406.33

Synonyms:N-[(3aR,4S,6S,6aS)-6-(2,2-Dichloro-vinyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide

Chemical Property of N-[(3aR,4S,6S,6aS)-6-(2,2-Dichloro-vinyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide

Chemical Property:

Purity/Quality:

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Technology Process of N-[(3aR,4S,6S,6aS)-6-(2,2-Dichloro-vinyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide

There total 2 articles about N-[(3aR,4S,6S,6aS)-6-(2,2-Dichloro-vinyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide 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: 90.0%

(1R,2R,6S,7R)-4,4-Dimethyl-8-(toluene-4-sulfonyl)-9-trichloromethyl-3,5-dioxa-8-aza-tricyclo[5.2.1.02,6]decane (74202-26-9) → N-[(3aR,4S,6S,6aS)-6-(2,2-Dichloro-vinyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide (74202-27-0)

Guidance literature:

With zinc; In methanol;

DOI:10.1016/S0040-4039(00)71394-3

Reference yield:

2-(toluene-4-sulfonyl)-3exo-trichloromethyl-2-aza-bicyclo[2.2.1]hept-5-ene (42082-52-0,42082-53-1,74202-24-7,87947-47-5) → N-[(3aR,4S,6S,6aS)-6-(2,2-Dichloro-vinyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide (74202-27-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent

3: 90 percent / activated zinc / methanol

With zinc; In methanol;

DOI:10.1016/S0040-4039(00)71394-3

Reference yield:

N-[(3aR,4S,6S,6aS)-6-(2,2-Dichloro-vinyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-4-methyl-benzenesulfonamide (74202-27-0) → (3aR,4S,6R,6aS)-2,2-Dimethyl-6-(toluene-4-sulfonylamino)-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid

Guidance literature:

With sodium periodate; ruthenium tetroxide; In water; acetone;

DOI:10.1016/S0040-4039(00)71394-3

upstream raw materials:

(1R,2R,6S,7R)-4,4-Dimethyl-8-(toluene-4-sulfonyl)-9-trichloromethyl-3,5-dioxa-8-aza-tricyclo[5.2.1.0^2,6]decane

2-(toluene-4-sulfonyl)-3exo-trichloromethyl-2-aza-bicyclo[2.2.1]hept-5-ene

Downstream raw materials:

(3aR,4S,6R,6aS)-2,2-Dimethyl-6-(toluene-4-sulfonylamino)-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid methyl ester

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