5-benzyloxy-3-(tert-butoxycarbonyl)-1-chloromethyl-1,2-dihydro-3H-furano[2,3-e]indole

Base Information

Chemical Name:5-benzyloxy-3-(tert-butoxycarbonyl)-1-chloromethyl-1,2-dihydro-3H-furano[2,3-e]indole
CAS No.:494868-86-9
Molecular Formula:C₂₃H₂₄ClNO₄
Molecular Weight:413.901
Hs Code.:

Synonyms:5-benzyloxy-3-(tert-butoxycarbonyl)-1-chloromethyl-1,2-dihydro-3H-furano[2,3-e]indole

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Chemical Property of 5-benzyloxy-3-(tert-butoxycarbonyl)-1-chloromethyl-1,2-dihydro-3H-furano[2,3-e]indole

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Technology Process of 5-benzyloxy-3-(tert-butoxycarbonyl)-1-chloromethyl-1,2-dihydro-3H-furano[2,3-e]indole

There total 10 articles about 5-benzyloxy-3-(tert-butoxycarbonyl)-1-chloromethyl-1,2-dihydro-3H-furano[2,3-e]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: 89.0%

: 4-benzyloxy-7-bromo-6-[N-(3-chloro-2-propenyl)-N-(tert-butyloxycarbonyl)amino]benzofuran

: 494868-86-9
5-benzyloxy-3-(tert-butoxycarbonyl)-1-chloromethyl-1,2-dihydro-3H-furano[2,3-e]indole

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 1h; Reflux;
DOI:10.1039/c4ob00842a

Reference yield: 48.0%

: 4-benzyloxy-7-bromo-6-[N-(3-chloro-2-propenyl)-N-(tert-butyloxycarbonyl)amino]benzofuran

: 494868-86-9
5-benzyloxy-3-(tert-butoxycarbonyl)-1-chloromethyl-1,2-dihydro-3H-furano[2,3-e]indole

: 494868-87-0
6-benzyloxy-4-(tert-butoxycarbonyl)-2-chloro-1,2,3,4-tetrahydro-4H-furano[2,3-f]quinoline

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 90 ℃; for 2h;
DOI:10.1016/S0968-0896(02)00157-8

Reference yield:

: 494868-82-5
4-hydroxybenzofuran-6-carboxylic acid ethyl ester

: 494868-86-9
5-benzyloxy-3-(tert-butoxycarbonyl)-1-chloromethyl-1,2-dihydro-3H-furano[2,3-e]indole

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / K₂CO₃; Bu₄NI / dimethylformamide

2.1: 93 percent / 10 percent NaOH / ethanol / 3 h / Heating

3.1: 100 percent / diphenylphosphorylazide; 3 Angstroem molecular sieves; Et₃N / Heating

4.1: 55 percent / N-bromosuccinimide; p-toluenesulfonic acid / tetrahydrofuran; methanol / 2 h / -78 °C

5.1: NaH / dimethylformamide / 0.75 h / 0 °C

5.2: 45 percent / dimethylformamide

6.1: AIBN; nBu₃SnH / toluene

With sodium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; diphenylphosphoranyl azide; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0968-0896(02)00157-8