t-butyl 4-(5-thiocarbamoylfuro[2,3-b]pyridine-2-carbonylamino)phenoxyacetate

Base Information

Chemical Name:t-butyl 4-(5-thiocarbamoylfuro[2,3-b]pyridine-2-carbonylamino)phenoxyacetate
CAS No.:174775-41-8
Molecular Formula:C₂₁H₂₁N₃O₅S
Molecular Weight:427.481
Hs Code.:

Synonyms:t-butyl 4-(5-thiocarbamoylfuro[2,3-b]pyridine-2-carbonylamino)phenoxyacetate

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Chemical Property of t-butyl 4-(5-thiocarbamoylfuro[2,3-b]pyridine-2-carbonylamino)phenoxyacetate

Chemical Property:

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Technology Process of t-butyl 4-(5-thiocarbamoylfuro[2,3-b]pyridine-2-carbonylamino)phenoxyacetate

There total 6 articles about t-butyl 4-(5-thiocarbamoylfuro[2,3-b]pyridine-2-carbonylamino)phenoxyacetate 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: 11.0%

: 174775-40-7
t-Butyl 4-(5-cyanofuro[2,3-b]pyridine-2-carbonylamino)phenoxy-acetate

: 174775-41-8
{4-[(5-mercaptocarbonimidoyl-furo[2,3-b]pyridine-2-carbonyl)-amino]-phenoxy}-acetic acid tert-butyl ester

Guidance literature:: With TEA; hydrogen sulfide; In acetone; at 20 ℃; for 18h;
DOI:10.1248/cpb.47.1694

Reference yield:

: 174775-40-7
t-Butyl 4-(5-cyanofuro[2,3-b]pyridine-2-carbonylamino)phenoxy-acetate

: 174775-41-8
t-butyl 4-(5-thiocarbamoylfuro[2,3-b]pyridine-2-carbonylamino)phenoxyacetate

Guidance literature:: With triethylamine; In pyridine;

Reference yield:

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

: 174775-41-8
{4-[(5-mercaptocarbonimidoyl-furo[2,3-b]pyridine-2-carbonyl)-amino]-phenoxy}-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 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: 100 percent / HOBt; EDI / dimethylformamide / 18 h / 20 °C

5.1: 11 percent / H₂S; TEA / acetone / 18 h / 20 °C

With hydrogenchloride; lithium hydroxide; TEA; hydrogen sulfide; hydrogen; benzotriazol-1-ol; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; 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;
DOI:10.1248/cpb.47.1694