ethyl trans-3-[4-[5-(benzyloxycarbonylamidino)furo[2,3-b]pyridine-2-carboxamido]cyclohexyl]propionate

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Chemical Name:ethyl trans-3-[4-[5-(benzyloxycarbonylamidino)furo[2,3-b]pyridine-2-carboxamido]cyclohexyl]propionate
CAS No.:259150-39-5
Molecular Formula:C₂₈H₃₂N₄O₆
Molecular Weight:520.585
Hs Code.:

Synonyms:ethyl trans-3-[4-[5-(benzyloxycarbonylamidino)furo[2,3-b]pyridine-2-carboxamido]cyclohexyl]propionate

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Chemical Property of ethyl trans-3-[4-[5-(benzyloxycarbonylamidino)furo[2,3-b]pyridine-2-carboxamido]cyclohexyl]propionate

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Technology Process of ethyl trans-3-[4-[5-(benzyloxycarbonylamidino)furo[2,3-b]pyridine-2-carboxamido]cyclohexyl]propionate

There total 7 articles about ethyl trans-3-[4-[5-(benzyloxycarbonylamidino)furo[2,3-b]pyridine-2-carboxamido]cyclohexyl]propionate 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: 59.0%

: β-(trans-4-aminocyclohexyl)propionic acid ethyl ester

: 259150-12-4
5-(benzyloxycarbonylamidino)furo[2,3-b]pyridine-2-carboxylic acid

: 259150-39-5
ethyl trans-3-[4-[5-(benzyloxycarbonylamidino)furo[2,3-b]pyridine-2-carboxamido]cyclohexyl]propionate

Guidance literature:: With benzotriazol-1-ol; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1248/cpb.47.1694

Reference yield:

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

: 259150-39-5
ethyl trans-3-[4-[5-(benzyloxycarbonylamidino)furo[2,3-b]pyridine-2-carboxamido]cyclohexyl]propionate

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: HCl

5.1: NH₃ / ethanol

6.1: aq. NaOH / tetrahydrofuran

7.1: 59 percent / HOBt; EDI / dimethylformamide / 18 h / 20 °C

With hydrogenchloride; lithium hydroxide; sodium hydroxide; ammonia; hydrogen; benzotriazol-1-ol; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 1.1: Reduction / 2.1: Diazotization / 2.2: Sandmeyer reaction / 3.1: Hydrolysis / 4.1: Pinner reaction / 5.1: aminolysis / 6.1: Acylation / 7.1: coupling;
DOI:10.1248/cpb.47.1694

Reference yield:

: 174775-52-1
5-cyanofuro[2,3-b]pyridine-2-carboxylic acid

: 259150-39-5
ethyl trans-3-[4-[5-(benzyloxycarbonylamidino)furo[2,3-b]pyridine-2-carboxamido]cyclohexyl]propionate

Guidance literature:: Multi-step reaction with 4 steps

1: HCl

2: NH₃ / ethanol

3: aq. NaOH / tetrahydrofuran

4: 59 percent / HOBt; EDI / dimethylformamide / 18 h / 20 °C

With hydrogenchloride; sodium hydroxide; ammonia; benzotriazol-1-ol; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 1: Pinner reaction / 2: aminolysis / 3: Acylation / 4: coupling;
DOI:10.1248/cpb.47.1694