Pentanedioic acid {2-[4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-phenyl]-ethyl}-amide [4-((E)-styryl)-phenyl]-amide

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Chemical Name:Pentanedioic acid {2-[4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-phenyl]-ethyl}-amide [4-((E)-styryl)-phenyl]-amide
CAS No.:329767-67-1
Molecular Formula:C₃₂H₃₆N₂O₅
Molecular Weight:528.648
Hs Code.:

Synonyms:Pentanedioic acid {2-[4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-phenyl]-ethyl}-amide [4-((E)-styryl)-phenyl]-amide

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Chemical Property of Pentanedioic acid {2-[4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-phenyl]-ethyl}-amide [4-((E)-styryl)-phenyl]-amide

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Technology Process of Pentanedioic acid {2-[4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-phenyl]-ethyl}-amide [4-((E)-styryl)-phenyl]-amide

There total 11 articles about Pentanedioic acid {2-[4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-phenyl]-ethyl}-amide [4-((E)-styryl)-phenyl]-amide 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: 76.0%

: C₄₈H₄₈N₂O₇

: 329767-67-1
Pentanedioic acid {2-[4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-phenyl]-ethyl}-amide [4-((E)-styryl)-phenyl]-amide

Guidance literature:: With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo001676f

Reference yield:

: 108-55-4
glutaric anhydride,

: 329767-67-1
Pentanedioic acid {2-[4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-phenyl]-ethyl}-amide [4-((E)-styryl)-phenyl]-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 41 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 18 h / 20 °C

2: 65 percent / EDC*HCl / dimethylformamide / 4 h / 20 °C

3: 76 percent / MeONa / methanol; CH₂Cl₂ / 2 h / 20 °C

With dmap; sodium methylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo001676f

Reference yield:

: 4654-39-1
4-bromophenethanol

: 329767-67-1
Pentanedioic acid {2-[4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-phenyl]-ethyl}-amide [4-((E)-styryl)-phenyl]-amide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 96 percent / LiBr; p-TsOH*H₂O / 2 h / 20 °C

2.1: Mg; iodine / tetrahydrofuran / 2 h / 50 °C

2.2: 60 percent / tetrahydrofuran / 12 h / 20 °C

3.1: 90 percent / conc. HCl / methanol / 65 °C

4.1: 96 percent / NEt₃ / CH₂Cl₂ / 0 - 20 °C

5.1: 42 percent / NaN₃ / dimethylformamide / 4 h / 40 °C

6.1: 83 percent / triphenylphosphine; water / tetrahydrofuran / 36 h / 20 °C

7.1: 65 percent / EDC*HCl / dimethylformamide / 4 h / 20 °C

8.1: 76 percent / MeONa / methanol; CH₂Cl₂ / 2 h / 20 °C

With hydrogenchloride; sodium azide; water; iodine; sodium methylate; toluene-4-sulfonic acid; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; lithium bromide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo001676f