ethyl (3aR,6S,7R,7aS)-6-[(tert-butoxycarbonyl)amino]-2,2-dimethyl-7-{[(4-methylphenyl)sulfonyl]amino}-3a,6,7,7a-tetrahydro-1,3-benzodioxole-4-carboxylate

Base Information

Chemical Name:ethyl (3aR,6S,7R,7aS)-6-[(tert-butoxycarbonyl)amino]-2,2-dimethyl-7-{[(4-methylphenyl)sulfonyl]amino}-3a,6,7,7a-tetrahydro-1,3-benzodioxole-4-carboxylate
CAS No.:1196491-05-0
Molecular Formula:C₂₄H₃₄N₂O₈S
Molecular Weight:510.609
Hs Code.:

ethyl (3aR,6S,7R,7aS)-6-[(tert-butoxycarbonyl)amino]-2,2-dimethyl-7-{[(4-methylphenyl)sulfonyl]amino}-3a,6,7,7a-tetrahydro-1,3-benzodioxole-4-carboxylate

Synonyms:ethyl (3aR,6S,7R,7aS)-6-[(tert-butoxycarbonyl)amino]-2,2-dimethyl-7-{[(4-methylphenyl)sulfonyl]amino}-3a,6,7,7a-tetrahydro-1,3-benzodioxole-4-carboxylate

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Chemical Property of ethyl (3aR,6S,7R,7aS)-6-[(tert-butoxycarbonyl)amino]-2,2-dimethyl-7-{[(4-methylphenyl)sulfonyl]amino}-3a,6,7,7a-tetrahydro-1,3-benzodioxole-4-carboxylate

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Technology Process of ethyl (3aR,6S,7R,7aS)-6-[(tert-butoxycarbonyl)amino]-2,2-dimethyl-7-{[(4-methylphenyl)sulfonyl]amino}-3a,6,7,7a-tetrahydro-1,3-benzodioxole-4-carboxylate

There total 17 articles about ethyl (3aR,6S,7R,7aS)-6-[(tert-butoxycarbonyl)amino]-2,2-dimethyl-7-{[(4-methylphenyl)sulfonyl]amino}-3a,6,7,7a-tetrahydro-1,3-benzodioxole-4-carboxylate 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: 45.0%

: 64-17-5
ethanol

: 201230-82-2
carbon monoxide

: 1196491-69-6
tert-butyl ((3aS,4R,5S,7aS)-7-bromo-2,2-dimethyl-4-([(4-methylphenyl)sulfonyl]amino)-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl)carbamate

: 1196491-05-0
ethyl (3aR,6S,7R,7aS)-6-[(tert-butoxycarbonyl)amino]-2,2-dimethyl-7-{[(4-methylphenyl)sulfonyl]amino}-3a,6,7,7a-tetrahydro-1,3-benzodioxole-4-carboxylate

Guidance literature:: ethanol; carbon monoxide; tert-butyl ((3aS,4R,5S,7aS)-7-bromo-2,2-dimethyl-4-([(4-methylphenyl)sulfonyl]amino)-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl)carbamate; With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 60 ℃; for 1h;

bis-triphenylphosphine-palladium(II) chloride; In toluene; for 6h; Reflux;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1349901-43-4
C₁₉H₂₆N₂O₆S

: 1196491-05-0
ethyl (3aR,6S,7R,7aS)-6-[(tert-butoxycarbonyl)amino]-2,2-dimethyl-7-{[(4-methylphenyl)sulfonyl]amino}-3a,6,7,7a-tetrahydro-1,3-benzodioxole-4-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jo2018872

Reference yield:

: 64-17-5
ethanol

: 201230-82-2
carbon monoxide

: 1349901-49-0
tert-butyl ((3aS,4R,5S,7aS)-7-iodo-2,2-dimethyl-4-([(4-methylphenyl)sulfonyl]amino)-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl)carbamate

: 1196491-05-0
ethyl (3aR,6S,7R,7aS)-6-[(tert-butoxycarbonyl)amino]-2,2-dimethyl-7-{[(4-methylphenyl)sulfonyl]amino}-3a,6,7,7a-tetrahydro-1,3-benzodioxole-4-carboxylate

Guidance literature:: ethanol; carbon monoxide; tert-butyl ((3aS,4R,5S,7aS)-7-iodo-2,2-dimethyl-4-([(4-methylphenyl)sulfonyl]amino)-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl)carbamate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In ethanol; toluene; at 60 ℃; for 1h; Inert atmosphere;

With trans-bis(triphenylphosphine)palladium dichloride; In ethanol; toluene; for 6h; Reflux; Inert atmosphere;
DOI:10.1021/jo2018872