2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetic acid

Base Information

Chemical Name:2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetic acid
CAS No.:1469268-18-5
Molecular Formula:C₂₀H₂₁F₃N₂O₃
Molecular Weight:394.394
Hs Code.:

Synonyms:2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetic acid

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Chemical Property of 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetic acid

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Technology Process of 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetic acid

There total 10 articles about 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetic acid 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: 55.5%

: 1469268-17-4
ethyl 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetate

: 1469268-18-5
2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetic acid

Guidance literature:: With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201304987

Reference yield:

: 1381804-79-0
4-adamantan-1-yl-2-iodo-1-methoxybenzene

: 1469268-18-5
2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium / tetrahydrofuran / 9 h / -78 °C / Inert atmosphere

1.2: 4 h / -78 °C / Inert atmosphere

2.1: hydroxylamine hydrochloride; pyridine / 4 h / Inert atmosphere; Reflux

3.1: dmap; triethylamine / dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

4.1: ammonia / diethyl ether / 16 h / -78 - 20 °C / Inert atmosphere; Sealed tube

5.1: triethylamine; iodine / methanol / 3 h / 0 - 20 °C / Inert atmosphere

6.1: boron tribromide / dichloromethane / 0.5 h / -10 °C / Inert atmosphere

7.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

8.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 20 °C / Inert atmosphere

With pyridine; dmap; n-butyllithium; lithium hydroxide monohydrate; hydroxylamine hydrochloride; ammonia; iodine; boron tribromide; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.201304987

Reference yield:

: 1469268-15-2
3-(5-adamantan-1-yl-2-methoxyphenyl)-3-(trifluoromethyl)-3H-diazirine

: 1469268-18-5
2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: boron tribromide / dichloromethane / 0.5 h / -10 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3: lithium hydroxide monohydrate / tetrahydrofuran; water / 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; boron tribromide; potassium carbonate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.201304987