methyl (R)-5-bromo-4,6,7-trifluoro-3-phenyl-2,3-dihydrobenzo[d]isothiazole-3-carboxylate 1,1-dioxide

Base Information

Chemical Name:methyl (R)-5-bromo-4,6,7-trifluoro-3-phenyl-2,3-dihydrobenzo[d]isothiazole-3-carboxylate 1,1-dioxide
CAS No.:1446282-87-6
Molecular Formula:C₁₅H₉BrF₃NO₄S
Molecular Weight:436.206
Hs Code.:

Synonyms:methyl (R)-5-bromo-4,6,7-trifluoro-3-phenyl-2,3-dihydrobenzo[d]isothiazole-3-carboxylate 1,1-dioxide

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Chemical Property of methyl (R)-5-bromo-4,6,7-trifluoro-3-phenyl-2,3-dihydrobenzo[d]isothiazole-3-carboxylate 1,1-dioxide

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Technology Process of methyl (R)-5-bromo-4,6,7-trifluoro-3-phenyl-2,3-dihydrobenzo[d]isothiazole-3-carboxylate 1,1-dioxide

There total 4 articles about methyl (R)-5-bromo-4,6,7-trifluoro-3-phenyl-2,3-dihydrobenzo[d]isothiazole-3-carboxylate 1,1-dioxide 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:

: 1446282-71-8
methyl-(S)-2-(4-bromo-2,3,5,6-tetrafluorophenylsulfonamido)-2-phenylacetate

: 1446282-87-6
methyl (R)-5-bromo-4,6,7-trifluoro-3-phenyl-2,3-dihydrobenzo[d]isothiazole-3-carboxylate 1,1-dioxide

: 1446282-88-7
methyl (S)-5-bromo-4,6,7-trifluoro-3-phenyl-2,3-dihydrobenzo[d]isothiazole-3-carboxylate 1,1-dioxide

Guidance literature:: With N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,2-dimethoxyethane; at 0 - 25 ℃; for 72h; Overall yield = 87 %; Overall yield = 379 mg; enantioselective reaction;
DOI:10.1021/ol401557v

Reference yield:

: 1559-88-2
1-bromo-2,3,5,6-tetrafluorobenzene

: 1446282-87-6
methyl (R)-5-bromo-4,6,7-trifluoro-3-phenyl-2,3-dihydrobenzo[d]isothiazole-3-carboxylate 1,1-dioxide

: 1446282-88-7
methyl (S)-5-bromo-4,6,7-trifluoro-3-phenyl-2,3-dihydrobenzo[d]isothiazole-3-carboxylate 1,1-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1: fuming sulphuric acid / 6 h

2: phosphorus pentachloride / 0.5 h

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 0 - 25 °C

4: N,N,N′,N′-tetramethyl-N″-tert-butylguanidine / 1,2-dimethoxyethane / 144 h / 0 - 25 °C

With fuming sulphuric acid; phosphorus pentachloride; N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; N-ethyl-N,N-diisopropylamine; In 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/ol401557v

Reference yield:

: (4-bromo-2,3,5,6-tetrafluorobenzene)sulfonic acid

: 1446282-87-6
methyl (R)-5-bromo-4,6,7-trifluoro-3-phenyl-2,3-dihydrobenzo[d]isothiazole-3-carboxylate 1,1-dioxide

: 1446282-88-7
methyl (S)-5-bromo-4,6,7-trifluoro-3-phenyl-2,3-dihydrobenzo[d]isothiazole-3-carboxylate 1,1-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: phosphorus pentachloride / 0.5 h

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 0 - 25 °C

3: N,N,N′,N′-tetramethyl-N″-tert-butylguanidine / 1,2-dimethoxyethane / 144 h / 0 - 25 °C

With phosphorus pentachloride; N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; N-ethyl-N,N-diisopropylamine; In 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/ol401557v