prop-2-ynyl 3-(2-(4-adamantan-1-yl-phenoxy)acetamido)-4-hydroxybenzoate

Base Information

Chemical Name:prop-2-ynyl 3-(2-(4-adamantan-1-yl-phenoxy)acetamido)-4-hydroxybenzoate
CAS No.:1469268-01-6
Molecular Formula:C₂₈H₂₉NO₅
Molecular Weight:459.542
Hs Code.:

Synonyms:prop-2-ynyl 3-(2-(4-adamantan-1-yl-phenoxy)acetamido)-4-hydroxybenzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of prop-2-ynyl 3-(2-(4-adamantan-1-yl-phenoxy)acetamido)-4-hydroxybenzoate

Chemical Property:

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Technology Process of prop-2-ynyl 3-(2-(4-adamantan-1-yl-phenoxy)acetamido)-4-hydroxybenzoate

There total 7 articles about prop-2-ynyl 3-(2-(4-adamantan-1-yl-phenoxy)acetamido)-4-hydroxybenzoate 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: 68.7%

: 52804-26-9
(4-adamantan-1-yl-phenoxy)acetic acid

: 1469268-10-7
prop-2-ynyl 3-amino-4-hydroxybenzoate

: 1469268-01-6
prop-2-ynyl 3-(2-(4-adamantan-1-yl-phenoxy)acetamido)-4-hydroxybenzoate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201304987

Reference yield:

: 99-42-3
methyl (4-hydroxy-3-nitro)benzoate

: 1469268-01-6
prop-2-ynyl 3-(2-(4-adamantan-1-yl-phenoxy)acetamido)-4-hydroxybenzoate

Guidance literature:: Multi-step reaction with 6 steps

1: potassium carbonate; potassium iodide / acetone / 12 h / 0 °C / Inert atmosphere; Reflux

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

3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 - 20 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

5: zinc; ammonium chloride / tetrahydrofuran; water; methanol / 3 h / 60 °C / Inert atmosphere; Reflux

6: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; potassium carbonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium iodide; zinc; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1002/anie.201304987

Reference yield:

: 616-82-0
3-nitro-4-hydroxybenzoic acid

: 1469268-01-6
prop-2-ynyl 3-(2-(4-adamantan-1-yl-phenoxy)acetamido)-4-hydroxybenzoate

Guidance literature:: Multi-step reaction with 7 steps

1: thionyl chloride / 4 h / 0 °C / Inert atmosphere; Reflux

2: potassium carbonate; potassium iodide / acetone / 12 h / 0 °C / Inert atmosphere; Reflux

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

4: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 - 20 °C / Inert atmosphere

5: trifluoroacetic acid / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

6: zinc; ammonium chloride / tetrahydrofuran; water; methanol / 3 h / 60 °C / Inert atmosphere; Reflux

7: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With thionyl chloride; lithium hydroxide monohydrate; potassium carbonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium iodide; zinc; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1002/anie.201304987