Benzoic acid (2S,5R)-5-[3-((E)-3-ethoxy-acryloyl)-ureido]-tetrahydro-furan-2-ylmethyl ester

Base Information

Chemical Name:Benzoic acid (2S,5R)-5-[3-((E)-3-ethoxy-acryloyl)-ureido]-tetrahydro-furan-2-ylmethyl ester
CAS No.:142824-52-0
Molecular Formula:C₁₈H₂₂N₂O₆
Molecular Weight:362.382
Hs Code.:

Synonyms:Benzoic acid (2S,5R)-5-[3-((E)-3-ethoxy-acryloyl)-ureido]-tetrahydro-furan-2-ylmethyl ester

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Chemical Property of Benzoic acid (2S,5R)-5-[3-((E)-3-ethoxy-acryloyl)-ureido]-tetrahydro-furan-2-ylmethyl ester

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Technology Process of Benzoic acid (2S,5R)-5-[3-((E)-3-ethoxy-acryloyl)-ureido]-tetrahydro-furan-2-ylmethyl ester

There total 6 articles about Benzoic acid (2S,5R)-5-[3-((E)-3-ethoxy-acryloyl)-ureido]-tetrahydro-furan-2-ylmethyl ester 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:

: 127676-65-7
C₂₀H₁₅NO₅

: 142824-52-0
Benzoic acid (2S,5R)-5-[3-((E)-3-ethoxy-acryloyl)-ureido]-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1) NaBH₄, Pd(PPh₃)4, 2) H₂ / 2) Pd/C

2: 83 percent / HCl / H₂O; dioxane / conditions of Bobek and Farkas

3: 1) EtOCOCl, Et₃N, 2) Bu₄NN₃ / 1) CH₂Cl₂

4: tetrahydrofuran / Heating

5: tetrahydrofuran; toluene / -78 - 0 °C

With hydrogenchloride; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; tetrabutylammoniun azide; chloroformic acid ethyl ester; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; water; toluene;
DOI:10.1016/S0040-4039(00)79561-X

Reference yield:

: 98-88-4
benzoyl chloride

: 142824-52-0
Benzoic acid (2S,5R)-5-[3-((E)-3-ethoxy-acryloyl)-ureido]-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

2: 1) NaBH₄, Pd(PPh₃)4, 2) H₂ / 2) Pd/C

3: 83 percent / HCl / H₂O; dioxane / conditions of Bobek and Farkas

4: 1) EtOCOCl, Et₃N, 2) Bu₄NN₃ / 1) CH₂Cl₂

5: tetrahydrofuran / Heating

6: tetrahydrofuran; toluene / -78 - 0 °C

With hydrogenchloride; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; tetrabutylammoniun azide; chloroformic acid ethyl ester; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; water; toluene;
DOI:10.1016/S0040-4039(00)79561-X

Reference yield:

: 142824-49-5
(2R,5S)-5-Benzoyloxymethyl-tetrahydro-furan-2-carboxylic acid

: 142824-52-0
Benzoic acid (2S,5R)-5-[3-((E)-3-ethoxy-acryloyl)-ureido]-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1) EtOCOCl, Et₃N, 2) Bu₄NN₃ / 1) CH₂Cl₂

2: tetrahydrofuran / Heating

3: tetrahydrofuran; toluene / -78 - 0 °C

With tetrabutylammoniun azide; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; toluene;
DOI:10.1016/S0040-4039(00)79561-X