3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl ester

Base Information

Chemical Name:3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl ester
CAS No.:934593-91-6
Molecular Formula:C₃₀H₃₉NO₅Si
Molecular Weight:521.729
Hs Code.:

Synonyms:3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl ester

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Chemical Property of 3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl ester

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Technology Process of 3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl ester

There total 6 articles about 3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl 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: 51.0%

: 934593-89-2
3-amino-4-hydroxybenzoic acid 2-trimethylsilanylethyl ester

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

: 934593-91-6
3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl ester

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 50 ℃;
DOI:10.1021/jm0610292

Reference yield:

: 934594-05-5
4-benzyloxy-3-nitrobenzoic acid 2-trimethylsilylethyl ester

: 934593-91-6
3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 74.1 percent / H₂ / Pd/C / methanol / 20 °C / 51.72 Torr

2: 51 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide; 1-hydroxybenzotriazole; diisopropylethylamine / dimethylformamide / 50 °C

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm0610292

Reference yield:

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

: 934593-91-6
3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid 2-trimethylsilylethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: K₂CO₃ / acetone / Heating

1.2: 91.5 percent / aq. NaOH / methanol / 3 h / 20 °C

2.1: 96.9 percent / O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium*PF₆; diisopropylethylamine / dimethylformamide / 20 °C

3.1: 74.1 percent / H₂ / Pd/C / methanol / 20 °C / 51.72 Torr

4.1: 51 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide; 1-hydroxybenzotriazole; diisopropylethylamine / dimethylformamide / 50 °C

With hydrogen; potassium carbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm0610292