(S)-(-)-N-[(1-allyl-2-pyrrolidinyl)methyl]-3-bromo-2-hydroxy-5,6-dimethoxybenzamide

Base Information

Chemical Name:(S)-(-)-N-[(1-allyl-2-pyrrolidinyl)methyl]-3-bromo-2-hydroxy-5,6-dimethoxybenzamide
CAS No.:101460-51-9
Molecular Formula:C₁₇H₂₃BrN₂O₄
Molecular Weight:399.285
Hs Code.:

Synonyms:(S)-(-)-N-[(1-allyl-2-pyrrolidinyl)methyl]-3-bromo-2-hydroxy-5,6-dimethoxybenzamide

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Chemical Property of (S)-(-)-N-[(1-allyl-2-pyrrolidinyl)methyl]-3-bromo-2-hydroxy-5,6-dimethoxybenzamide

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Technology Process of (S)-(-)-N-[(1-allyl-2-pyrrolidinyl)methyl]-3-bromo-2-hydroxy-5,6-dimethoxybenzamide

There total 6 articles about (S)-(-)-N-[(1-allyl-2-pyrrolidinyl)methyl]-3-bromo-2-hydroxy-5,6-dimethoxybenzamide 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: 48.0%

: 101460-53-1
(S)-N-<(1-allyl-2-pyrrolidinyl)methyl>-3-bromo-2,5,6-trimethoxybenzamide

: 101460-52-0
N-((S)-1-Allyl-pyrrolidin-2-ylmethyl)-3-bromo-6-hydroxy-2,5-dimethoxy-benzamide

: 101460-51-9
(S)-(-)-N-[(1-allyl-2-pyrrolidinyl)methyl]-3-bromo-2-hydroxy-5,6-dimethoxybenzamide

Guidance literature:: With hydrogenchloride; boron tribromide; In diethyl ether; dichloromethane; for 1h; Ambient temperature;
DOI:10.1021/jm00166a012

Reference yield:

: 135-77-3
1,2,4-trimethoxy-benzene

: 101460-51-9
(S)-(-)-N-[(1-allyl-2-pyrrolidinyl)methyl]-3-bromo-2-hydroxy-5,6-dimethoxybenzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) n-BuLi / 1.) THF, 20 deg C, 2.) Et₂O

2: Br₂ / dioxane / 1 h / Ambient temperature

3: thionyl chloride, DMF / toluene / 1 h / 60 °C

4: 2.) conc. aq. HCl / 1.) CH₂Cl₂, room temp., 1 h, 2.) EtOH, 1 h

5: 40 percent / K₂CO₃ / dimethylformamide / 1 h / Ambient temperature

6: 48 percent / HCl, BBr₃ / CH₂Cl₂; diethyl ether / 1 h / Ambient temperature

With hydrogenchloride; n-butyllithium; thionyl chloride; bromine; boron tribromide; potassium carbonate; N,N-dimethyl-formamide; In 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00166a012

Reference yield:

: 60241-74-9
2,3,6-trimethoxybenzoic acid

: 101460-51-9
(S)-(-)-N-[(1-allyl-2-pyrrolidinyl)methyl]-3-bromo-2-hydroxy-5,6-dimethoxybenzamide

Guidance literature:: Multi-step reaction with 5 steps

1: Br₂ / dioxane / 1 h / Ambient temperature

2: thionyl chloride, DMF / toluene / 1 h / 60 °C

3: 2.) conc. aq. HCl / 1.) CH₂Cl₂, room temp., 1 h, 2.) EtOH, 1 h

4: 40 percent / K₂CO₃ / dimethylformamide / 1 h / Ambient temperature

5: 48 percent / HCl, BBr₃ / CH₂Cl₂; diethyl ether / 1 h / Ambient temperature

With hydrogenchloride; thionyl chloride; bromine; boron tribromide; potassium carbonate; N,N-dimethyl-formamide; In 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00166a012