methyl 4-(N-acetylamino)-5-[N',N-di(tert-butoxycarbonyl)guanidino]-3-(2-pentyloxy)benzoate

Base Information

Chemical Name:methyl 4-(N-acetylamino)-5-[N',N-di(tert-butoxycarbonyl)guanidino]-3-(2-pentyloxy)benzoate
CAS No.:257292-17-4
Molecular Formula:C₂₆H₄₀N₄O₈
Molecular Weight:536.626
Hs Code.:

Synonyms:methyl 4-(N-acetylamino)-5-[N',N-di(tert-butoxycarbonyl)guanidino]-3-(2-pentyloxy)benzoate

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Chemical Property of methyl 4-(N-acetylamino)-5-[N',N-di(tert-butoxycarbonyl)guanidino]-3-(2-pentyloxy)benzoate

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Technology Process of methyl 4-(N-acetylamino)-5-[N',N-di(tert-butoxycarbonyl)guanidino]-3-(2-pentyloxy)benzoate

There total 6 articles about methyl 4-(N-acetylamino)-5-[N',N-di(tert-butoxycarbonyl)guanidino]-3-(2-pentyloxy)benzoate 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: 92.0%

: 107819-90-9
1,3-bis(tert-butoxycarbonyl)-2-methyl-2-thiopseudourea

: 257292-16-3
methyl 4-(N-acetylamino)-5-amino-3-(2-pentyloxy)benzoate

: 257292-17-4
methyl 4-(N-acetylamino)-5-[N',N-di(tert-butoxycarbonyl)guanidino]-3-(2-pentyloxy)benzoate

Guidance literature:: With triethylamine; mercury dichloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1016/S0968-0896(99)00197-2

Reference yield:

: 2374-03-0
4-aminosalicylic acid

: 257292-17-4
methyl 4-(N-acetylamino)-5-[N',N-di(tert-butoxycarbonyl)guanidino]-3-(2-pentyloxy)benzoate

Guidance literature:: Multi-step reaction with 7 steps

1: conc. H₂SO₄ / 14 h / Heating

2: 100 percent / DMAP / 12 h / 20 °C

3: 42.7 percent / HNO₃; Ac₂O / dioxane / 5 h / 20 °C

4: 89.7 percent / Zn; MeOH / 1.5 h / 20 °C

5: 82 percent / K₂CO₃ / acetone / 14 h / Heating

6: 99 percent / H₂ / Pd/C / methanol / 1 h / 1551.44 Torr

7: 92 percent / Et₃N; HgCl₂ / dimethylformamide / 0 - 20 °C

With methanol; dmap; sulfuric acid; hydrogen; nitric acid; acetic anhydride; potassium carbonate; triethylamine; mercury dichloride; zinc; palladium on activated charcoal; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; acetone; 1: Esterification / 2: Acetylation / 3: Nitration / 4: Substitution / 5: Alkylation / 6: Catalytic hydrogenation / 7: Substitution;
DOI:10.1016/S0968-0896(99)00197-2

Reference yield:

: 205527-84-0
methyl 4-(N-acetylamino)-3-acetyloxybenzoate

: 257292-17-4
methyl 4-(N-acetylamino)-5-[N',N-di(tert-butoxycarbonyl)guanidino]-3-(2-pentyloxy)benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 42.7 percent / HNO₃; Ac₂O / dioxane / 5 h / 20 °C

2: 89.7 percent / Zn; MeOH / 1.5 h / 20 °C

3: 82 percent / K₂CO₃ / acetone / 14 h / Heating

4: 99 percent / H₂ / Pd/C / methanol / 1 h / 1551.44 Torr

5: 92 percent / Et₃N; HgCl₂ / dimethylformamide / 0 - 20 °C

With methanol; hydrogen; nitric acid; acetic anhydride; potassium carbonate; triethylamine; mercury dichloride; zinc; palladium on activated charcoal; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; acetone; 1: Nitration / 2: Substitution / 3: Alkylation / 4: Catalytic hydrogenation / 5: Substitution;
DOI:10.1016/S0968-0896(99)00197-2