1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid benzyl ester

Base Information

Chemical Name:1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid benzyl ester
CAS No.:343859-14-3
Molecular Formula:C₃₀H₃₃NO₄
Molecular Weight:471.596
Hs Code.:

Synonyms:1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid benzyl ester

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Chemical Property of 1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid benzyl ester

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Technology Process of 1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid benzyl ester

There total 5 articles about 1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid benzyl ester 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: 72.0%

: 2094-72-6
1-Adamantanecarbonyl chloride

: 3285-40-3
(5-methoxy-2-methyl-1H-indol-3-yl)acetic acid benzyl ester

: 343859-14-3
1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid benzyl ester

Guidance literature:: (5-methoxy-2-methyl-1H-indol-3-yl)acetic acid benzyl ester; With sodium hexamethyldisilazane; In toluene; at -78 - 20 ℃; for 1h; Inert atmosphere;

1-Adamantanecarbonyl chloride; In toluene; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.05.063

Reference yield:

: 53-86-1
[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid

: 343859-14-3
1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / methanol / 72 h / Inert atmosphere

1.2: pH Ca_. 1 / Inert atmosphere

2.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / dichloromethane / 0.17 h / Inert atmosphere

2.2: 12 h / Inert atmosphere

3.1: sodium hexamethyldisilazane / toluene / 1 h / -78 - 20 °C / Inert atmosphere

3.2: 12 h / 20 °C / Inert atmosphere

With sodium methylate; sodium hexamethyldisilazane; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In methanol; dichloromethane; toluene;
DOI:10.1016/j.bmc.2012.05.063

Reference yield:

: 2882-15-7
5-Methoxy-2-methylindole-3-acetic acid

: 100-51-6,185532-71-2
benzyl alcohol

: 343859-14-3
1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / dichloromethane / 0.17 h / Inert atmosphere

1.2: 12 h / Inert atmosphere

2.1: sodium hexamethyldisilazane / toluene / 1 h / -78 - 20 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

With sodium hexamethyldisilazane; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; toluene;
DOI:10.1016/j.bmc.2012.05.063