3-[N-(N-tert-butoxycarbonyl-L-alanyl)amino]-5-(N'-hexadecanoylamino)benzoic acid

Base Information

Chemical Name:3-[N-(N-tert-butoxycarbonyl-L-alanyl)amino]-5-(N'-hexadecanoylamino)benzoic acid
CAS No.:195970-81-1
Molecular Formula:C₃₁H₅₁N₃O₆
Molecular Weight:561.762
Hs Code.:

Synonyms:3-[N-(N-tert-butoxycarbonyl-L-alanyl)amino]-5-(N'-hexadecanoylamino)benzoic acid

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Chemical Property of 3-[N-(N-tert-butoxycarbonyl-L-alanyl)amino]-5-(N'-hexadecanoylamino)benzoic acid

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Technology Process of 3-[N-(N-tert-butoxycarbonyl-L-alanyl)amino]-5-(N'-hexadecanoylamino)benzoic acid

There total 11 articles about 3-[N-(N-tert-butoxycarbonyl-L-alanyl)amino]-5-(N'-hexadecanoylamino)benzoic 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: 76.0%

: 341925-78-8
3-[N-(N-tert-butoxycarbonyl-L-alanyl)amino]-5-(N'-palmitoylamino)benzoicacid ethyl ester

: 195970-81-1
3-[N-(N-tert-butoxycarbonyl-L-alanyl)amino]-5-(N'-hexadecanoylamino)benzoic acid

Guidance literature:: With sodium hydroxide; In methanol; ethanol; at 20 ℃; for 24h;
DOI:10.1021/jo001079t

Reference yield:

: 535-87-5
3.5-diaminobenzoic acid

: 195970-81-1
3-[N-(N-tert-butoxycarbonyl-L-alanyl)amino]-5-(N'-hexadecanoylamino)benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / SOCl₂ / 24 h / Heating

2: 83 percent / Et₃N / H₂O; dioxane / 11 h / 0 - 20 °C

3: 93 percent / Et₃N; dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / CHCl₃ / 21 h / 0 - 20 °C

4: 99 percent / HCl / dioxane / 3 h / 20 °C

5: 60 percent / 1-hydroxybenzotriazole; Et₃N; dicyclohexylcarbodiimide / dimethylformamide / 21 h / 0 - 20 °C

6: 76 percent / NaOH / methanol; ethanol / 24 h / 20 °C

With hydrogenchloride; sodium hydroxide; thionyl chloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jo001079t

Reference yield:

: 1949-51-5
3,5-diaminobenzoic acid ethyl ester

: 195970-81-1
3-[N-(N-tert-butoxycarbonyl-L-alanyl)amino]-5-(N'-hexadecanoylamino)benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / Et₃N / H₂O; dioxane / 11 h / 0 - 20 °C

2: 93 percent / Et₃N; dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / CHCl₃ / 21 h / 0 - 20 °C

3: 99 percent / HCl / dioxane / 3 h / 20 °C

4: 60 percent / 1-hydroxybenzotriazole; Et₃N; dicyclohexylcarbodiimide / dimethylformamide / 21 h / 0 - 20 °C

5: 76 percent / NaOH / methanol; ethanol / 24 h / 20 °C

With hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jo001079t