N-allyl-N-[7-(benzyloxy)-3-methyl-1-(phenylsulfonyl)-1H-indol-5-yl]methanesulfonamide

Base Information

Chemical Name:N-allyl-N-[7-(benzyloxy)-3-methyl-1-(phenylsulfonyl)-1H-indol-5-yl]methanesulfonamide
CAS No.:116911-63-8
Molecular Formula:C₂₆H₂₆N₂O₅S₂
Molecular Weight:510.635
Hs Code.:
Mol file:116911-63-8.mol

Synonyms:1-(phenylsulfonyl)-7-(benzyloxy)-3-methyl-5-indole

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Chemical Property of N-allyl-N-[7-(benzyloxy)-3-methyl-1-(phenylsulfonyl)-1H-indol-5-yl]methanesulfonamide

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Technology Process of N-allyl-N-[7-(benzyloxy)-3-methyl-1-(phenylsulfonyl)-1H-indol-5-yl]methanesulfonamide

There total 14 articles about N-allyl-N-[7-(benzyloxy)-3-methyl-1-(phenylsulfonyl)-1H-indol-5-yl]methanesulfonamide 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:

: 133471-77-9
2-(benzyloxy)-6-bromo-4-nitro-N-(2-propenyl)aniline

: 116911-63-8
1-(phenylsulfonyl)-7-(benzyloxy)-3-methyl-5-indole

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / tetra-n-butylammonium bromide, triethylamine / Pd(OAc)2 / dimethylformamide / 24 h / Ambient temperature

2: 1) sodium hydride / 1) THF, 0 deg C, 0.5 h, 2a) THF, 0.5 h, 0 deg C, 2b) 2 h, r. t.

3: zinc(acid-washed)/CaCl₂ / ethanol; H₂O / 2 h / Heating

4: 90 percent / pyridine / CHCl₃ / 1) 0 deg C, 0.5 h, 2) r. t., overnight

5: 1) potassium tert-butoxide / 1) DMF, 0 deg C, 15 min, 2a) DMF, 0 deg C, 15 min, 2b) 2 h, r. t.

With pyridine; potassium tert-butylate; tetrabutylammomium bromide; sodium hydride; triethylamine; calcium chloride; zinc; palladium diacetate; In ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00009a023

Reference yield:

: 127028-17-5
2-(benzyloxy)-6-bromo-4-nitro-aniline

: 116911-63-8
1-(phenylsulfonyl)-7-(benzyloxy)-3-methyl-5-indole

Guidance literature:: Multi-step reaction with 6 steps

1: 1) potassium tert-butoxide / 1) DMF, ice cooling, 0.5 h, 2) DMF, 2 h, r. t.

2: 96 percent / tetra-n-butylammonium bromide, triethylamine / Pd(OAc)2 / dimethylformamide / 24 h / Ambient temperature

3: 1) sodium hydride / 1) THF, 0 deg C, 0.5 h, 2a) THF, 0.5 h, 0 deg C, 2b) 2 h, r. t.

4: zinc(acid-washed)/CaCl₂ / ethanol; H₂O / 2 h / Heating

5: 90 percent / pyridine / CHCl₃ / 1) 0 deg C, 0.5 h, 2) r. t., overnight

6: 1) potassium tert-butoxide / 1) DMF, 0 deg C, 15 min, 2a) DMF, 0 deg C, 15 min, 2b) 2 h, r. t.

With pyridine; potassium tert-butylate; tetrabutylammomium bromide; sodium hydride; triethylamine; calcium chloride; zinc; palladium diacetate; In ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00009a023

Reference yield:

: 25945-95-3
N-<2-(benzyloxy)-4-nitrophenyl>acetamide

: 116911-63-8
1-(phenylsulfonyl)-7-(benzyloxy)-3-methyl-5-indole

Guidance literature:: Multi-step reaction with 6 steps

1: Zn, CaCl₂, ethanol / 1.5 h / Heating

2: 80 percent / pyridine / CH₂Cl₂ / 2 h / 25 °C

3: 80 percent / potessium tert-butoxide / dimethylformamide / 3 h / Ambient temperature

4: 82 percent / 50percent aq. KOH / ethanol / 8 h / Heating

5: 1.) NaNO₂, HCl, SnCl₂ / 1.) 2 h, 2.) RT, 12 h

6: 1.) NaH / 1.) THF, 0 deg C, 1 h, 2.)THF, RT, 8 h

With pyridine; hydrogenchloride; potassium hydroxide; ethanol; potassium tert-butylate; sodium hydride; calcium chloride; tin(ll) chloride; zinc; sodium nitrite; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00256a036