6-[3-butenyl(phenylsulfonyl)amino]-5-iodo-7-methoxy-4-methylene-1-phenylsulfonyl-1,2,3,4-tetrahydroquinoline

Base Information

Chemical Name:6-[3-butenyl(phenylsulfonyl)amino]-5-iodo-7-methoxy-4-methylene-1-phenylsulfonyl-1,2,3,4-tetrahydroquinoline
CAS No.:608537-14-0
Molecular Formula:C₂₇H₂₇IN₂O₅S₂
Molecular Weight:650.558
Hs Code.:

Synonyms:6-[3-butenyl(phenylsulfonyl)amino]-5-iodo-7-methoxy-4-methylene-1-phenylsulfonyl-1,2,3,4-tetrahydroquinoline

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Chemical Property of 6-[3-butenyl(phenylsulfonyl)amino]-5-iodo-7-methoxy-4-methylene-1-phenylsulfonyl-1,2,3,4-tetrahydroquinoline

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Technology Process of 6-[3-butenyl(phenylsulfonyl)amino]-5-iodo-7-methoxy-4-methylene-1-phenylsulfonyl-1,2,3,4-tetrahydroquinoline

There total 9 articles about 6-[3-butenyl(phenylsulfonyl)amino]-5-iodo-7-methoxy-4-methylene-1-phenylsulfonyl-1,2,3,4-tetrahydroquinoline 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%

: 608537-12-8
(4RS)-6-[3-butenyl(phenylsulfonyl)amino]-5-iodo-4-iodomethyl-7-methoxy-1-phenylsulfonyl-1,2,3,4-tetrahydroquinoline

: 608537-14-0
6-[3-butenyl(phenylsulfonyl)amino]-5-iodo-7-methoxy-4-methylene-1-phenylsulfonyl-1,2,3,4-tetrahydroquinoline

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 60 ℃; for 1.5h;
DOI:10.1002/ejoc.200300077

Reference yield:

: 5307-02-8
2-methoxy-1,4-phenylenediamine

: 608537-14-0
6-[3-butenyl(phenylsulfonyl)amino]-5-iodo-7-methoxy-4-methylene-1-phenylsulfonyl-1,2,3,4-tetrahydroquinoline

Guidance literature:: Multi-step reaction with 5 steps

1.1: 79 percent / pyridine / 3 h / 80 °C

2.1: 95 percent / NBS / tetrahydrofuran / 0.5 h / -78 °C

3.1: NaH / tetrahydrofuran / 0.08 h / Heating

3.2: 93 percent / nBu₄NI / tetrahydrofuran / 24 h / Heating

4.1: tert-butyllithium; chlorodi(cyclopentadienyl)methylzirconium / hexane; tetrahydrofuran / -78 - 40 °C

4.2: 45 percent / iodine / CH₂Cl₂ / 14 h / 20 °C

5.1: 90 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 1.5 h / 60 °C

With pyridine; N-Bromosuccinimide; zirconocene methyl chloride; tert.-butyl lithium; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; hexane; toluene;
DOI:10.1002/ejoc.200300077

Reference yield:

: 214119-23-0
2-methoxy-N¹,N⁴-bis(phenylsulfonyl)-1,4-phenylenediamine

: 608537-14-0
6-[3-butenyl(phenylsulfonyl)amino]-5-iodo-7-methoxy-4-methylene-1-phenylsulfonyl-1,2,3,4-tetrahydroquinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / NBS / tetrahydrofuran / 0.5 h / -78 °C

2.1: NaH / tetrahydrofuran / 0.08 h / Heating

2.2: 93 percent / nBu₄NI / tetrahydrofuran / 24 h / Heating

3.1: tert-butyllithium; chlorodi(cyclopentadienyl)methylzirconium / hexane; tetrahydrofuran / -78 - 40 °C

3.2: 45 percent / iodine / CH₂Cl₂ / 14 h / 20 °C

4.1: 90 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 1.5 h / 60 °C

With N-Bromosuccinimide; zirconocene methyl chloride; tert.-butyl lithium; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; hexane; toluene;
DOI:10.1002/ejoc.200300077