7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(p-tolyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole

Base Information

Chemical Name:7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(p-tolyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole
CAS No.:1379684-08-8
Molecular Formula:C₂₄H₃₀BNO₂
Molecular Weight:375.319
Hs Code.:

Synonyms:7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(p-tolyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(p-tolyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(p-tolyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole

There total 5 articles about 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(p-tolyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole 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%

: 1250863-85-4
7-bromo-1,2,3,3a,4,8b-hexahydro-4-(4-methylphenyl)-cyclopent-[b]indole

: 73183-34-3
bis(pinacol)diborane

: 1379684-08-8
7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(p-tolyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole

Guidance literature:: With potassium acetate; palladium diacetate; In N,N-dimethyl-formamide; at 80 ℃; for 7h;

Reference yield:

: 61676-62-8
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1250863-85-4
7-bromo-1,2,3,3a,4,8b-hexahydro-4-(4-methylphenyl)-cyclopent-[b]indole

: 1379684-08-8
7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(p-tolyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole

Guidance literature:: 7-bromo-1,2,3,3a,4,8b-hexahydro-4-(4-methylphenyl)-cyclopent-[b]indole; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.75h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; pentane; at 25 ℃; Inert atmosphere;
DOI:10.1039/c2jm30978e

Reference yield:

: 80278-94-0
1,2,3,3a,4,8b-hexahydrocyclopent[b]indole

: 1379684-08-8
7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(p-tolyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole

Guidance literature:: Multi-step reaction with 3 steps

1.1: palladium diacetate; johnphos; sodium t-butanolate / toluene / Reflux

2.1: N-Bromosuccinimide / acetone / 5 h / 20 °C / Inert atmosphere

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.75 h / -78 °C / Inert atmosphere

3.2: 25 °C / Inert atmosphere

With N-Bromosuccinimide; tert.-butyl lithium; palladium diacetate; johnphos; sodium t-butanolate; In tetrahydrofuran; acetone; toluene; pentane;
DOI:10.1039/c2jm30978e