tert-butyl trans-[4-(5-amidinofuro[2,3-b]pyridine-2-carboxamido)cyclohexyloxy]acetate

Base Information

Chemical Name:tert-butyl trans-[4-(5-amidinofuro[2,3-b]pyridine-2-carboxamido)cyclohexyloxy]acetate
CAS No.:259150-38-4
Molecular Formula:C₂₁H₂₈N₄O₅
Molecular Weight:416.477
Hs Code.:

Synonyms:tert-butyl trans-[4-(5-amidinofuro[2,3-b]pyridine-2-carboxamido)cyclohexyloxy]acetate

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Chemical Property of tert-butyl trans-[4-(5-amidinofuro[2,3-b]pyridine-2-carboxamido)cyclohexyloxy]acetate

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Technology Process of tert-butyl trans-[4-(5-amidinofuro[2,3-b]pyridine-2-carboxamido)cyclohexyloxy]acetate

There total 11 articles about tert-butyl trans-[4-(5-amidinofuro[2,3-b]pyridine-2-carboxamido)cyclohexyloxy]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:

: 6563-64-0
ethyl 5-nitrofuro[2,3-b]pyridine-2-carboxylate

: 259150-38-4
tert-butyl trans-[4-(5-amidinofuro[2,3-b]pyridine-2-carboxamido)cyclohexyloxy]acetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 96 percent / H₂ / 10 percent Pd/C / ethanol / 15 h / 20 °C

2.1: 12N aq. HCl; NaNO₂ / tetrahydrofuran / 0.33 h / 2 - 3 °C

2.2: 20 percent / KCN / 3.5 h / 3 - 50 °C

3.1: aq. LiOH / tetrahydrofuran / 1 h / 20 °C

4.1: 46 percent / HOBt; EDI / dimethylformamide / 18 h / 20 °C

5.1: 23 percent / H₂S; TEA / pyridine / 18 h / 20 °C

6.1: acetone / 0.67 h / Heating

7.1: ammonium acetate / methanol / 3 h / Heating

With ammonium acetate; hydrogenchloride; lithium hydroxide; TEA; hydrogen sulfide; hydrogen; benzotriazol-1-ol; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; N,N-dimethyl-formamide; acetone; 1.1: Reduction / 2.1: Diazotization / 2.2: Sandmeyer reaction / 3.1: Hydrolysis / 4.1: coupling / 5.1: Addition / 6.1: Methylation / 7.1: Substitution;
DOI:10.1248/cpb.47.1694

Reference yield:

: {4-[(5-methylsulfanylcarbonimidoyl-furo[2,3-b]pyridine-2-carbonyl)-amino]-cyclohexyloxy}-acetic acid tert-butyl ester

: 259150-38-4
tert-butyl trans-[4-(5-amidinofuro[2,3-b]pyridine-2-carboxamido)cyclohexyloxy]acetate

Guidance literature:: With ammonium acetate; In methanol; for 3h; Heating;
DOI:10.1248/cpb.47.1694

Reference yield:

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

: 259150-38-4
tert-butyl trans-[4-(5-amidinofuro[2,3-b]pyridine-2-carboxamido)cyclohexyloxy]acetate

Guidance literature:: Multi-step reaction with 6 steps

1: 45 percent / n-Bu₄NHSO₄; aq. NaOH / toluene / 15 h / 20 °C

2: 57 percent / aq. NH₄Cl / 2-methyl-propan-2-ol / 2 h / Heating

3: 46 percent / HOBt; EDI / dimethylformamide / 18 h / 20 °C

4: 23 percent / H₂S; TEA / pyridine / 18 h / 20 °C

5: acetone / 0.67 h / Heating

6: ammonium acetate / methanol / 3 h / Heating

With ammonium acetate; sodium hydroxide; TEA; hydrogen sulfide; tetra(n-butyl)ammonium hydrogensulfate; ammonium chloride; benzotriazol-1-ol; In pyridine; methanol; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 1: Substitution / 2: deprotection / 3: coupling / 4: Addition / 5: Methylation / 6: Substitution;
DOI:10.1248/cpb.47.1694