5-benzyl-4'-methyl-1',7-ditosyl-1',5,5',6,7,8-hexahydro-spiro[[1,3]dioxolo[4,5-f]pyrido[3,4-b]indole-9,2'-pyrrole]

Base Information

Chemical Name:5-benzyl-4'-methyl-1',7-ditosyl-1',5,5',6,7,8-hexahydro-spiro[[1,3]dioxolo[4,5-f]pyrido[3,4-b]indole-9,2'-pyrrole]
CAS No.:1529806-97-0
Molecular Formula:C₃₇H₃₅N₃O₆S₂
Molecular Weight:681.833
Hs Code.:

Synonyms:5-benzyl-4'-methyl-1',7-ditosyl-1',5,5',6,7,8-hexahydro-spiro[[1,3]dioxolo[4,5-f]pyrido[3,4-b]indole-9,2'-pyrrole]

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Chemical Property of 5-benzyl-4'-methyl-1',7-ditosyl-1',5,5',6,7,8-hexahydro-spiro[[1,3]dioxolo[4,5-f]pyrido[3,4-b]indole-9,2'-pyrrole]

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Technology Process of 5-benzyl-4'-methyl-1',7-ditosyl-1',5,5',6,7,8-hexahydro-spiro[[1,3]dioxolo[4,5-f]pyrido[3,4-b]indole-9,2'-pyrrole]

There total 15 articles about 5-benzyl-4'-methyl-1',7-ditosyl-1',5,5',6,7,8-hexahydro-spiro[[1,3]dioxolo[4,5-f]pyrido[3,4-b]indole-9,2'-pyrrole] 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: 63.0%

: 1529806-77-6
N-((5-benzyl-5H-[1,3]dioxolo[4,5-f]indol-6-yl)methyl)-4-methyl-N-(3-(2-methyl-1-tosyl-aziridin-2-yl)prop-2-ynyl)benzenesulfonamide

: 1529806-97-0
5-benzyl-4'-methyl-1',7-ditosyl-1',5,5',6,7,8-hexahydro-spiro[[1,3]dioxolo[4,5-f]pyrido[3,4-b]indole-9,2'-pyrrole]

Guidance literature:: With triphenylphosphine gold(I)chloride; In dichloromethane; at 0 - 20 ℃; for 5h;
DOI:10.1016/j.tet.2013.11.084

Reference yield:

: 136818-51-4
methyl 2-azido-3-benzo[1,3]dioxol-5-ylacrylate

: 1529806-97-0
5-benzyl-4'-methyl-1',7-ditosyl-1',5,5',6,7,8-hexahydro-spiro[[1,3]dioxolo[4,5-f]pyrido[3,4-b]indole-9,2'-pyrrole]

Guidance literature:: Multi-step reaction with 8 steps

1.1: 5,5-dimethyl-1,3-cyclohexadiene / 1 h / Reflux; Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C

2.2: 1 h / 0 - 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran; toluene / 0.5 h / 0 °C / Inert atmosphere

4.1: manganese(IV) oxide / tetrahydrofuran / 4 h / Inert atmosphere

5.1: titanium(IV) tetraethanolate / toluene / 4 h / Reflux

6.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 4 h / 0 - 20 °C

7.1: triphenylphosphine; diethylazodicarboxylate / toluene / Inert atmosphere

8.1: triphenylphosphine gold(I)chloride / dichloromethane / 5 h / 0 - 20 °C

With manganese(IV) oxide; titanium(IV) tetraethanolate; sodium tetrahydroborate; lithium aluminium tetrahydride; triphenylphosphine gold(I)chloride; sodium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil; 7.1: |Mitsunobu Displacement;
DOI:10.1016/j.tet.2013.11.084

Reference yield:

: 1584224-43-0
C₁₇H₁₃NO₃

: 1529806-97-0
5-benzyl-4'-methyl-1',7-ditosyl-1',5,5',6,7,8-hexahydro-spiro[[1,3]dioxolo[4,5-f]pyrido[3,4-b]indole-9,2'-pyrrole]

Guidance literature:: Multi-step reaction with 4 steps

1: titanium(IV) tetraethanolate / toluene / 4 h / Reflux

2: sodium tetrahydroborate / methanol; tetrahydrofuran / 4 h / 0 - 20 °C

3: triphenylphosphine; diethylazodicarboxylate / toluene / Inert atmosphere

4: triphenylphosphine gold(I)chloride / dichloromethane / 5 h / 0 - 20 °C

With titanium(IV) tetraethanolate; sodium tetrahydroborate; triphenylphosphine gold(I)chloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; toluene; 3: |Mitsunobu Displacement;
DOI:10.1016/j.tet.2013.11.084