N-[(3aS,4R,5S,7aS)-5-azido-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-[(3aS,4R,5S,7aS)-5-azido-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide
CAS No.:1196491-67-4
Molecular Formula:C₁₆H₁₉BrN₄O₄S
Molecular Weight:443.321
Hs Code.:

Synonyms:N-[(3aS,4R,5S,7aS)-5-azido-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

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Chemical Property of N-[(3aS,4R,5S,7aS)-5-azido-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

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Technology Process of N-[(3aS,4R,5S,7aS)-5-azido-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

There total 3 articles about N-[(3aS,4R,5S,7aS)-5-azido-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-yl]-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: 92.0%

: 163082-04-0
(1R,4S,5S,6R)-3-bromo-4,5-(isopropylidenedioxy)-7-(4'-methylphenylsulfonyl)-7-azabicyclo<4.1.0>hept-2-ene

: 1196491-67-4
N-[(3aS,4R,5S,7aS)-5-azido-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

Guidance literature:: With sodium azide; ammonium chloride; In N,N-dimethyl-formamide; at 0 ℃; for 12h;

Reference yield:

: 67451-62-1,82683-92-9,132958-32-8,130792-45-9
cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene

: 1196491-67-4
N-[(3aS,4R,5S,7aS)-5-azido-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / acetone / 20 °C / Inert atmosphere

2: copper acetylacetonate / acetonitrile / 0 °C / Inert atmosphere

3: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 12 h / 0 °C / Inert atmosphere

With copper acetylacetonate; sodium azide; ammonium chloride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo2018872

Reference yield:

: 130669-75-9
(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

: 1196491-67-4
N-[(3aS,4R,5S,7aS)-5-azido-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: copper acetylacetonate / acetonitrile / 0 °C / Inert atmosphere

2: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 12 h / 0 °C / Inert atmosphere

With copper acetylacetonate; sodium azide; ammonium chloride; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo2018872