4-{4-[4-(2-{2-[2-(bis-tert-butoxycarbonylmethyl-carbamoyloxy)-ethoxy]-ethoxy}-ethoxy)-phenylethynyl]-phenylethynyl}-benzoic acid 2-hydroxymethyl-4-isopropylidene-5-oxo-tetrahydro-furan-2-ylmethyl ester

Base Information

Chemical Name:4-{4-[4-(2-{2-[2-(bis-tert-butoxycarbonylmethyl-carbamoyloxy)-ethoxy]-ethoxy}-ethoxy)-phenylethynyl]-phenylethynyl}-benzoic acid 2-hydroxymethyl-4-isopropylidene-5-oxo-tetrahydro-furan-2-ylmethyl ester
CAS No.:932711-28-9
Molecular Formula:C₅₁H₅₉NO₁₄
Molecular Weight:910.028
Hs Code.:

4-{4-[4-(2-{2-[2-(bis-<i>tert</i>-butoxycarbonylmethyl-carbamoyloxy)-ethoxy]-ethoxy}-ethoxy)-phenylethynyl]-phenylethynyl}-benzoic acid 2-hydroxymethyl-4-isopropylidene-5-oxo-tetrahydro-furan-2-ylmethyl ester

Synonyms:4-{4-[4-(2-{2-[2-(bis-tert-butoxycarbonylmethyl-carbamoyloxy)-ethoxy]-ethoxy}-ethoxy)-phenylethynyl]-phenylethynyl}-benzoic acid 2-hydroxymethyl-4-isopropylidene-5-oxo-tetrahydro-furan-2-ylmethyl ester

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Chemical Property of 4-{4-[4-(2-{2-[2-(bis-tert-butoxycarbonylmethyl-carbamoyloxy)-ethoxy]-ethoxy}-ethoxy)-phenylethynyl]-phenylethynyl}-benzoic acid 2-hydroxymethyl-4-isopropylidene-5-oxo-tetrahydro-furan-2-ylmethyl ester

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Technology Process of 4-{4-[4-(2-{2-[2-(bis-tert-butoxycarbonylmethyl-carbamoyloxy)-ethoxy]-ethoxy}-ethoxy)-phenylethynyl]-phenylethynyl}-benzoic acid 2-hydroxymethyl-4-isopropylidene-5-oxo-tetrahydro-furan-2-ylmethyl ester

There total 10 articles about 4-{4-[4-(2-{2-[2-(bis-tert-butoxycarbonylmethyl-carbamoyloxy)-ethoxy]-ethoxy}-ethoxy)-phenylethynyl]-phenylethynyl}-benzoic acid 2-hydroxymethyl-4-isopropylidene-5-oxo-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: 56.0%

: 932711-21-2
4-(4-ethynyl-phenylethynyl)-benzoic acid 2-hydroxymethyl-4-isopropylidene-5-oxo-tetrahydro-furan-2-ylmethyl ester

: tert-butyl 2-[N-{[(tert-butyl)oxycarbonyl]methyl}(2-{2-[2-(4-iodophenoxy)ethoxy]ethoxy}ethoxy)carbonylamino]acetate

: 932711-28-9
4-{4-[4-(2-{2-[2-(bis-tert-butoxycarbonylmethyl-carbamoyloxy)-ethoxy]-ethoxy}-ethoxy)-phenylethynyl]-phenylethynyl}-benzoic acid 2-hydroxymethyl-4-isopropylidene-5-oxo-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: With caesium carbonate; silver(l) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 60 ℃; for 0.5h;
DOI:10.1021/jm061289j

Reference yield:

: 866825-55-0
4-[2-(4-ethynylphenyl)ethynyl]benzoic acid

: 932711-28-9
4-{4-[4-(2-{2-[2-(bis-tert-butoxycarbonylmethyl-carbamoyloxy)-ethoxy]-ethoxy}-ethoxy)-phenylethynyl]-phenylethynyl}-benzoic acid 2-hydroxymethyl-4-isopropylidene-5-oxo-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 440 mg / dimethylaminopyridine; bis(2-oxo-3-oxazolidinyl)phosphinic acid chloride / CH₂Cl₂ / 1 h

2: 75 percent / ceric ammonium nitrate / acetonitrile; H₂O / 0.17 h

3: 56 percent / Ag₂O; Cs₂CO₃ / Pd(PPh₃)4 / tetrahydrofuran / 0.5 h / 60 °C

With dmap; ammonium cerium(IV) nitrate; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; caesium carbonate; silver(l) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; acetonitrile; 3: Sonogashira coupling;
DOI:10.1021/jm061289j

Reference yield:

: 932711-32-5
5-(hydroxymethyl)-5-[(4-methoxyphenoxy)methyl]-3-(methylethylidene)-4,5-dihydrofuran-2-one

: 932711-28-9
4-{4-[4-(2-{2-[2-(bis-tert-butoxycarbonylmethyl-carbamoyloxy)-ethoxy]-ethoxy}-ethoxy)-phenylethynyl]-phenylethynyl}-benzoic acid 2-hydroxymethyl-4-isopropylidene-5-oxo-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 440 mg / dimethylaminopyridine; bis(2-oxo-3-oxazolidinyl)phosphinic acid chloride / CH₂Cl₂ / 1 h

2: 75 percent / ceric ammonium nitrate / acetonitrile; H₂O / 0.17 h

3: 56 percent / Ag₂O; Cs₂CO₃ / Pd(PPh₃)4 / tetrahydrofuran / 0.5 h / 60 °C

With dmap; ammonium cerium(IV) nitrate; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; caesium carbonate; silver(l) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; acetonitrile; 3: Sonogashira coupling;
DOI:10.1021/jm061289j