tert-butyl trans-[4-(5-amidinobenzofuran-2-carboxamido)cyclohexyl-N-n-butylamino]acetate

Base Information

Chemical Name:tert-butyl trans-[4-(5-amidinobenzofuran-2-carboxamido)cyclohexyl-N-n-butylamino]acetate
CAS No.:174774-29-9
Molecular Formula:C₂₆H₃₈N₄O₄
Molecular Weight:470.612
Hs Code.:

Synonyms:tert-butyl trans-[4-(5-amidinobenzofuran-2-carboxamido)cyclohexyl-N-n-butylamino]acetate

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Chemical Property of tert-butyl trans-[4-(5-amidinobenzofuran-2-carboxamido)cyclohexyl-N-n-butylamino]acetate

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Technology Process of tert-butyl trans-[4-(5-amidinobenzofuran-2-carboxamido)cyclohexyl-N-n-butylamino]acetate

There total 11 articles about tert-butyl trans-[4-(5-amidinobenzofuran-2-carboxamido)cyclohexyl-N-n-butylamino]acetate 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: 85.0%

: 174775-39-4
[(4-{[5-(benzyloxycarbonylamino-imino-methyl)-benzofuran-2-carbonyl]-amino}-cyclohexyl)-butyl-amino]-acetic acid tert-butyl ester

: 174774-29-9
tert-butyl trans-[4-(5-amidinobenzofuran-2-carboxamido)cyclohexyl-N-n-butylamino]acetate

Guidance literature:: With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; chloroform; at 20 ℃; for 14h;
DOI:10.1248/cpb.47.1694

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 174774-29-9
tert-butyl trans-[4-(5-amidinobenzofuran-2-carboxamido)cyclohexyl-N-n-butylamino]acetate

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / K₂CO₃ / dimethylformamide / 4.5 h / 20 °C

2: 72 percent / H₂ / 10 percent Pd/C / ethanol / 4 h / Heating

3: 75 percent / HOBt; EDI / dimethylformamide / 18 h / 20 °C

4: 85 percent / HCl; H₂ / 10 percent Pd/C / CHCl₃; ethanol / 14 h / 20 °C

With hydrogenchloride; hydrogen; potassium carbonate; benzotriazol-1-ol; palladium on activated charcoal; In ethanol; chloroform; N,N-dimethyl-formamide; 1: Alkylation / 2: Hydrogenolysis / 3: coupling / 4: Hydrogenolysis;
DOI:10.1248/cpb.47.1694

Reference yield:

: 2615-25-0
trans-1,4-cyclohexyldiamine

: 174774-29-9
tert-butyl trans-[4-(5-amidinobenzofuran-2-carboxamido)cyclohexyl-N-n-butylamino]acetate

Guidance literature:: Multi-step reaction with 6 steps

1: 30 percent / TEA / CH₂Cl₂

2: 74 percent / sodium cyanoborohydride; acetic acid / ethanol / 14 h / 20 °C / pH 6 - 7

3: 86 percent / K₂CO₃ / dimethylformamide / 4.5 h / 20 °C

4: 72 percent / H₂ / 10 percent Pd/C / ethanol / 4 h / Heating

5: 75 percent / HOBt; EDI / dimethylformamide / 18 h / 20 °C

6: 85 percent / HCl; H₂ / 10 percent Pd/C / CHCl₃; ethanol / 14 h / 20 °C

With hydrogenchloride; TEA; hydrogen; sodium cyanoborohydride; potassium carbonate; benzotriazol-1-ol; acetic acid; palladium on activated charcoal; In ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; 1: Alkylation / 2: Alkylation / 3: Alkylation / 4: Hydrogenolysis / 5: coupling / 6: Hydrogenolysis;
DOI:10.1248/cpb.47.1694