Benzenemethanol,3-bromo-R-[[[2-(1H-indol- 3-yl)ethyl]amino]methyl]-4-methoxy-

Base Information

Chemical Name:Benzenemethanol,3-bromo-R-[[[2-(1H-indol- 3-yl)ethyl]amino]methyl]-4-methoxy-
CAS No.:133985-27-0
Molecular Formula:C₁₉H₂₁BrN₂O₂
Molecular Weight:389.292
Hs Code.:

Synonyms:

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Chemical Property of Benzenemethanol,3-bromo-R-[[[2-(1H-indol- 3-yl)ethyl]amino]methyl]-4-methoxy-

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Technology Process of Benzenemethanol,3-bromo-R-[[[2-(1H-indol- 3-yl)ethyl]amino]methyl]-4-methoxy-

There total 7 articles about Benzenemethanol,3-bromo-R-[[[2-(1H-indol- 3-yl)ethyl]amino]methyl]-4-methoxy- 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: 62.0%

: 394220-71-4
N-[2-(3-bromo-4-methoxy-phenyl)-2-hydroxy-ethyl]-2-(1H-indol-3-yl)-acetamide

: 133985-27-0
(S)-(+)-chelonin B

Guidance literature:: N-[2-(3-bromo-4-methoxy-phenyl)-2-hydroxy-ethyl]-2-(1H-indol-3-yl)-acetamide; With dimethylsulfide borane complex; In tetrahydrofuran; for 0.333333h; Heating;

In methanol; at 20 ℃; for 0.0333333h;

With hydrogenchloride; water; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4039(01)01555-6

Reference yield:

: 34841-06-0
3-bromo-4-methoxybenzylaldehyde

: 133985-27-0
(S)-(+)-chelonin B

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi / tetrahydrofuran / 1 h / 0 - 20 °C

2.1: K₃Fe(CN)6; K₂OsO₄*2H₂O; (DHQ)2PHAL / H₂O; 2-methyl-propan-2-ol

2.2: 96 percent / Na₂SO₃ / H₂O / 1 h / 0 °C

3.1: TMSCl; MeC(OMe)3 / CH₂Cl₂ / 1 h / 20 - 40 °C

3.2: 90 percent / K₂CO₃ / methanol / 2 h / 20 °C

4.1: 70 percent / potassium phthalimide / dimethylformamide / 18 h / 90 °C

5.1: 92 percent / DCCI; 4-DMAP / CH₂Cl₂; tetrahydrofuran / 16 h / 20 °C

6.1: 74 percent / hydrazine monohydrate / propan-2-ol / 12 h / Heating

7.1: BH₃*SMe₂ / tetrahydrofuran / 0.33 h / Heating

7.2: methanol / 0.03 h / 20 °C

7.3: 62 percent / HCl; water / 0.5 h / 0 °C

With Trimethyl orthoacetate; dmap; potassium osmate(VI); n-butyllithium; chloro-trimethyl-silane; Hydroquinone 1,4-phthalazinediyl diether; dimethylsulfide borane complex; potassium phtalimide; hydrazine hydrate; dicyclohexyl-carbodiimide; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol;
DOI:10.1016/S0040-4039(01)01555-6

Reference yield:

: 34039-30-0
2-bromo-1-methoxy-4-vinylbenzene

: 133985-27-0
(S)-(+)-chelonin B

Guidance literature:: Multi-step reaction with 6 steps

1.1: K₃Fe(CN)6; K₂OsO₄*2H₂O; (DHQ)2PHAL / H₂O; 2-methyl-propan-2-ol

1.2: 96 percent / Na₂SO₃ / H₂O / 1 h / 0 °C

2.1: TMSCl; MeC(OMe)3 / CH₂Cl₂ / 1 h / 20 - 40 °C

2.2: 90 percent / K₂CO₃ / methanol / 2 h / 20 °C

3.1: 70 percent / potassium phthalimide / dimethylformamide / 18 h / 90 °C

4.1: 92 percent / DCCI; 4-DMAP / CH₂Cl₂; tetrahydrofuran / 16 h / 20 °C

5.1: 74 percent / hydrazine monohydrate / propan-2-ol / 12 h / Heating

6.1: BH₃*SMe₂ / tetrahydrofuran / 0.33 h / Heating

6.2: methanol / 0.03 h / 20 °C

6.3: 62 percent / HCl; water / 0.5 h / 0 °C

With Trimethyl orthoacetate; dmap; potassium osmate(VI); chloro-trimethyl-silane; Hydroquinone 1,4-phthalazinediyl diether; dimethylsulfide borane complex; potassium phtalimide; hydrazine hydrate; dicyclohexyl-carbodiimide; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol;
DOI:10.1016/S0040-4039(01)01555-6