3-[N-(N-tert-butoxycarbonyl-N'-ε-2-chlorocarbobenzoxy-L-lysyl)amino]-5-(N'-octadecanoylamino)benzoic acid phenacyl ester

Base Information

Chemical Name:3-[N-(N-tert-butoxycarbonyl-N'-ε-2-chlorocarbobenzoxy-L-lysyl)amino]-5-(N'-octadecanoylamino)benzoic acid phenacyl ester
CAS No.:341925-68-6
Molecular Formula:C₅₂H₇₃ClN₄O₉
Molecular Weight:933.626
Hs Code.:

Synonyms:3-[N-(N-tert-butoxycarbonyl-N'-ε-2-chlorocarbobenzoxy-L-lysyl)amino]-5-(N'-octadecanoylamino)benzoic acid phenacyl ester

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Chemical Property of 3-[N-(N-tert-butoxycarbonyl-N'-ε-2-chlorocarbobenzoxy-L-lysyl)amino]-5-(N'-octadecanoylamino)benzoic acid phenacyl ester

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Technology Process of 3-[N-(N-tert-butoxycarbonyl-N'-ε-2-chlorocarbobenzoxy-L-lysyl)amino]-5-(N'-octadecanoylamino)benzoic acid phenacyl ester

There total 5 articles about 3-[N-(N-tert-butoxycarbonyl-N'-ε-2-chlorocarbobenzoxy-L-lysyl)amino]-5-(N'-octadecanoylamino)benzoic acid phenacyl 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: 80.0%

: 54613-99-9
Boc-(S)-Lys(2-Cl-Z)-OH

: 742049-51-0
3-amino-5-(N-stearoylamino)benzoic acid phenacyl ester

: 341925-68-6
3-[N-(N-tert-butoxycarbonyl-N'-ε-2-chlorocarbobenzoxy-L-lysyl)amino]-5-(N'-octadecanoylamino)benzoic acid phenacyl ester

Guidance literature:: With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In chloroform; at 0 - 20 ℃; for 21h;
DOI:10.1021/jo001079t

Reference yield:

: 535-87-5
3.5-diaminobenzoic acid

: 341925-68-6
3-[N-(N-tert-butoxycarbonyl-N'-ε-2-chlorocarbobenzoxy-L-lysyl)amino]-5-(N'-octadecanoylamino)benzoic acid phenacyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / dioxane; H₂O / 11 h / 0 - 20 °C

2: 95 percent / Et₃N / ethyl acetate

3: 80 percent / Et₃H; dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / CHCl₃ / 21 h / 0 - 20 °C

4: 59 percent / HCl / dioxane / 3 h / 20 °C

5: 80 percent / Et₃N; 1-hydroxybenzotriazole; dicyclohexylcarbodiimide / CHCl₃ / 21 h / 0 - 20 °C

With hydrogenchloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; chloroform; water; ethyl acetate;
DOI:10.1021/jo001079t

Reference yield:

: 3-(tert-butoxycarbonylamino)-5-aminobenzoic acid

: 341925-68-6
3-[N-(N-tert-butoxycarbonyl-N'-ε-2-chlorocarbobenzoxy-L-lysyl)amino]-5-(N'-octadecanoylamino)benzoic acid phenacyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / Et₃N / ethyl acetate

2: 80 percent / Et₃H; dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / CHCl₃ / 21 h / 0 - 20 °C

3: 59 percent / HCl / dioxane / 3 h / 20 °C

4: 80 percent / Et₃N; 1-hydroxybenzotriazole; dicyclohexylcarbodiimide / CHCl₃ / 21 h / 0 - 20 °C

With hydrogenchloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; chloroform; ethyl acetate;
DOI:10.1021/jo001079t