N-[2-(hydroxymethyl)-1,3,7-trimethyl-1H-indol-6-yl]-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Base Information

Chemical Name:N-[2-(hydroxymethyl)-1,3,7-trimethyl-1H-indol-6-yl]-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide
CAS No.:1314129-25-3
Molecular Formula:C₂₄H₂₈N₂O₄
Molecular Weight:408.497
Hs Code.:

Synonyms:N-[2-(hydroxymethyl)-1,3,7-trimethyl-1H-indol-6-yl]-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

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Chemical Property of N-[2-(hydroxymethyl)-1,3,7-trimethyl-1H-indol-6-yl]-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

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Technology Process of N-[2-(hydroxymethyl)-1,3,7-trimethyl-1H-indol-6-yl]-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

There total 8 articles about N-[2-(hydroxymethyl)-1,3,7-trimethyl-1H-indol-6-yl]-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide 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: 68.0%

: 1119020-05-1
4-[(S)-1-(Tetrahydrofuran-2-yl)methoxy]benzoic acid

: 1314129-23-1
ethyl 6-amino-1,3,7-trimethyl-1H-indole-2-carboxylate

: 1314129-25-3
N-[2-(hydroxymethyl)-1,3,7-trimethyl-1H-indol-6-yl]-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Guidance literature:: 4-[(S)-1-(Tetrahydrofuran-2-yl)methoxy]benzoic acid; With thionyl chloride; N,N-dimethyl-formamide; In toluene; at 40 ℃; for 3h;

ethyl 6-amino-1,3,7-trimethyl-1H-indole-2-carboxylate; With triethylamine; In 1-methyl-pyrrolidin-2-one; at 0 - 20 ℃; for 16h;

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 6h;

Reference yield:

: 99-76-3,156291-94-0
methyl 4-hydroxylbenzoate

: 1314129-25-3
N-[2-(hydroxymethyl)-1,3,7-trimethyl-1H-indol-6-yl]-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: triphenylphosphine; diethylazodicarboxylate / toluene; tetrahydrofuran / 96 h / 20 - 25 °C

1.2: 2 h / 90 °C

1.3: Cooling with ice

2.1: thionyl chloride / N,N-dimethyl-formamide / toluene / 3 h / 40 °C

2.2: 16 h / 0 - 20 °C

2.3: 6 h / 0 - 20 °C

With thionyl chloride; triphenylphosphine; diethylazodicarboxylate; N,N-dimethyl-formamide; In tetrahydrofuran; toluene;

Reference yield:

: 97-99-4,22415-59-4,57203-01-7,72074-94-3
(S)-(tetrahydrofuran-2-yl)methanol

: 1314129-25-3
N-[2-(hydroxymethyl)-1,3,7-trimethyl-1H-indol-6-yl]-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: triphenylphosphine; diethylazodicarboxylate / toluene; tetrahydrofuran / 96 h / 20 - 25 °C

1.2: 2 h / 90 °C

1.3: Cooling with ice

2.1: thionyl chloride / N,N-dimethyl-formamide / toluene / 3 h / 40 °C

2.2: 16 h / 0 - 20 °C

2.3: 6 h / 0 - 20 °C

With thionyl chloride; triphenylphosphine; diethylazodicarboxylate; N,N-dimethyl-formamide; In tetrahydrofuran; toluene;