9-methyl-5-tosyl-5,6β,6aβ,7β,8,10aβ-hexahydroindeno<2,1-b>indole-7α,6α-carbolactone

Base Information

Chemical Name:9-methyl-5-tosyl-5,6β,6aβ,7β,8,10aβ-hexahydroindeno<2,1-b>indole-7α,6α-carbolactone
CAS No.:142502-19-0
Molecular Formula:C₂₄H₂₁NO₄S
Molecular Weight:419.501
Hs Code.:

Synonyms:9-methyl-5-tosyl-5,6β,6aβ,7β,8,10aβ-hexahydroindeno<2,1-b>indole-7α,6α-carbolactone

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Chemical Property of 9-methyl-5-tosyl-5,6β,6aβ,7β,8,10aβ-hexahydroindeno<2,1-b>indole-7α,6α-carbolactone

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Technology Process of 9-methyl-5-tosyl-5,6β,6aβ,7β,8,10aβ-hexahydroindeno<2,1-b>indole-7α,6α-carbolactone

There total 1 articles about 9-methyl-5-tosyl-5,6β,6aβ,7β,8,10aβ-hexahydroindeno<2,1-b>indole-7α,6α-carbolactone 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%

: 131938-81-3
(6aR,7S,10aR)-9-Methyl-6-oxo-5-(toluene-4-sulfonyl)-5,6,6a,7,8,10a-hexahydro-indeno[2,1-b]indole-7-carboxylic acid methyl ester

: 142502-19-0
9-methyl-5-tosyl-5,6β,6aβ,7β,8,10aβ-hexahydroindeno<2,1-b>indole-7α,6α-carbolactone

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; 1.) -10 deg C, 15 min, 2.) RT, 2 h;
DOI:10.1016/0223-5234(92)90100-F

Reference yield:

: 142502-19-0
9-methyl-5-tosyl-5,6β,6aβ,7β,8,10aβ-hexahydroindeno<2,1-b>indole-7α,6α-carbolactone

: 142502-21-4
6α-hydroxy-7α-hydroxymethyl-7β,9-dimethyl-5-tosyl-5,6β,6aβ,7β,8,10aβ-hexahydroindeno<2,1-b>indole

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, RT, 2 h

2: 45 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

With lithium aluminium tetrahydride; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1016/0223-5234(92)90100-F

Reference yield:

: 142502-19-0
9-methyl-5-tosyl-5,6β,6aβ,7β,8,10aβ-hexahydroindeno<2,1-b>indole-7α,6α-carbolactone

: 142502-09-8
7α-benzyloxymethyl-6β-indol-3'-yl-7β,9-dimethyl-5,6α,6aβ,7β,8,10aβ-hexahydroindeno<2,1-b>indole

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, RT, 2 h

2: 45 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

3: 87 percent / n-Bu₄NHSO₄, 50percent NaOH / benzene / 0.5 h / Ambient temperature

4: 75 percent / BF₃*Et₂O / tetrahydrofuran / 4 h / Ambient temperature

5: 85 percent / 5percent Na-Hg, Na₂HPO₄ / diethyl ether; methanol / 1 h / Ambient temperature

With sodium hydroxide; disodium hydrogenphosphate; lithium aluminium tetrahydride; sodium amalgam; boron trifluoride diethyl etherate; tetra(n-butyl)ammonium hydrogensulfate; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; benzene;
DOI:10.1016/0223-5234(92)90100-F