(5,7-Bis-benzyloxy-4-fluoro-1H-indol-3-ylmethyl)-trimethyl-ammonium; iodide

Base Information

Chemical Name:(5,7-Bis-benzyloxy-4-fluoro-1H-indol-3-ylmethyl)-trimethyl-ammonium; iodide
CAS No.:132362-07-3
Molecular Formula:C₂₆H₂₈FN₂O₂*I
Molecular Weight:546.423
Hs Code.:

Synonyms:(5,7-Bis-benzyloxy-4-fluoro-1H-indol-3-ylmethyl)-trimethyl-ammonium; iodide

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Chemical Property of (5,7-Bis-benzyloxy-4-fluoro-1H-indol-3-ylmethyl)-trimethyl-ammonium; iodide

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Technology Process of (5,7-Bis-benzyloxy-4-fluoro-1H-indol-3-ylmethyl)-trimethyl-ammonium; iodide

There total 13 articles about (5,7-Bis-benzyloxy-4-fluoro-1H-indol-3-ylmethyl)-trimethyl-ammonium; iodide 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:

: 371-41-5
4-Fluorophenol

: 132362-07-3
(5,7-Bis-benzyloxy-4-fluoro-1H-indol-3-ylmethyl)-trimethyl-ammonium; iodide

Guidance literature:: Multi-step reaction with 12 steps

1: 98 percent / imidazole / dimethylformamide / 12 h / 25 °C

3: 99 percent / imidazole / dimethylformamide / 25 °C

4: 1.) sec-BuLi / 1.) THF, hexane, -78 degC, 1 h, 2.a) 1h, -78 degC, 2a.) 25 degC, 2 h

5: 93 percent / KF / dimethylformamide / 3 h / 25 °C

6: 44 percent / NaOMe / methanol; tetrahydrofuran / 1.) -10 degC, 3 h, 2.) -10 -> 25 degC

7: 94 percent / xylene / 3 h / Heating

8: LiAlH₄ / tetrahydrofuran / 1 h / 25 °C

9: 85 percent / MnO₂ / CH₂Cl₂ / 1.5 h / 25 °C

10: 1.) Ph₂P(CH₂)3PPh₂ / 1.) (Ph₃P)2Rh(I)(CO)2Cl / 1.) mesitylen, 100 degC, 1h, 2.) reflux, 20 h

11: HOAc / ethanol; H₂O / 1.) 0-5 degC, 2 h, 2.) 25 degC, 20 h

12: ethanol; ethyl acetate / 24 h / refrigerated

With 1H-imidazole; manganese(IV) oxide; potassium fluoride; lithium aluminium tetrahydride; 1,3-bis-(diphenylphosphino)propane; sec.-butyllithium; sodium methylate; acetic acid; (Ph₃P)2Rh(I)(CO)2Cl; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; xylene;
DOI:10.1248/cpb.38.2939

Reference yield:

: 100-39-0
benzyl bromide

: 132362-07-3
(5,7-Bis-benzyloxy-4-fluoro-1H-indol-3-ylmethyl)-trimethyl-ammonium; iodide

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / KF / dimethylformamide / 3 h / 25 °C

2: 44 percent / NaOMe / methanol; tetrahydrofuran / 1.) -10 degC, 3 h, 2.) -10 -> 25 degC

3: 94 percent / xylene / 3 h / Heating

4: LiAlH₄ / tetrahydrofuran / 1 h / 25 °C

5: 85 percent / MnO₂ / CH₂Cl₂ / 1.5 h / 25 °C

6: 1.) Ph₂P(CH₂)3PPh₂ / 1.) (Ph₃P)2Rh(I)(CO)2Cl / 1.) mesitylen, 100 degC, 1h, 2.) reflux, 20 h

7: HOAc / ethanol; H₂O / 1.) 0-5 degC, 2 h, 2.) 25 degC, 20 h

8: ethanol; ethyl acetate / 24 h / refrigerated

With manganese(IV) oxide; potassium fluoride; lithium aluminium tetrahydride; 1,3-bis-(diphenylphosphino)propane; sodium methylate; acetic acid; (Ph₃P)2Rh(I)(CO)2Cl; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; xylene;
DOI:10.1248/cpb.38.2939

Reference yield:

: 113984-68-2
4-<(dimethyl-tert-butylsilyl)oxy>fluorobenzene

: 132362-07-3
(5,7-Bis-benzyloxy-4-fluoro-1H-indol-3-ylmethyl)-trimethyl-ammonium; iodide

Guidance literature:: Multi-step reaction with 11 steps

2: 99 percent / imidazole / dimethylformamide / 25 °C

3: 1.) sec-BuLi / 1.) THF, hexane, -78 degC, 1 h, 2.a) 1h, -78 degC, 2a.) 25 degC, 2 h

4: 93 percent / KF / dimethylformamide / 3 h / 25 °C

5: 44 percent / NaOMe / methanol; tetrahydrofuran / 1.) -10 degC, 3 h, 2.) -10 -> 25 degC

6: 94 percent / xylene / 3 h / Heating

7: LiAlH₄ / tetrahydrofuran / 1 h / 25 °C

8: 85 percent / MnO₂ / CH₂Cl₂ / 1.5 h / 25 °C

9: 1.) Ph₂P(CH₂)3PPh₂ / 1.) (Ph₃P)2Rh(I)(CO)2Cl / 1.) mesitylen, 100 degC, 1h, 2.) reflux, 20 h

10: HOAc / ethanol; H₂O / 1.) 0-5 degC, 2 h, 2.) 25 degC, 20 h

11: ethanol; ethyl acetate / 24 h / refrigerated

With 1H-imidazole; manganese(IV) oxide; potassium fluoride; lithium aluminium tetrahydride; 1,3-bis-(diphenylphosphino)propane; sec.-butyllithium; sodium methylate; acetic acid; (Ph₃P)2Rh(I)(CO)2Cl; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; xylene;
DOI:10.1248/cpb.38.2939