(+/-)-2,4-bis(benzyloxy)-6-[4-(N-phthalimideoxy)-(1E)-pentenyl]-pyrimidine

Base Information

Chemical Name:(+/-)-2,4-bis(benzyloxy)-6-[4-(N-phthalimideoxy)-(1E)-pentenyl]-pyrimidine
CAS No.:299966-53-3
Molecular Formula:C₃₁H₂₇N₃O₅
Molecular Weight:521.572
Hs Code.:

Synonyms:(+/-)-2,4-bis(benzyloxy)-6-[4-(N-phthalimideoxy)-(1E)-pentenyl]-pyrimidine

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Chemical Property of (+/-)-2,4-bis(benzyloxy)-6-[4-(N-phthalimideoxy)-(1E)-pentenyl]-pyrimidine

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Technology Process of (+/-)-2,4-bis(benzyloxy)-6-[4-(N-phthalimideoxy)-(1E)-pentenyl]-pyrimidine

There total 6 articles about (+/-)-2,4-bis(benzyloxy)-6-[4-(N-phthalimideoxy)-(1E)-pentenyl]-pyrimidine 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: 44.0%

: 299966-99-7
(+/-)-2,4-bis(benzyloxy)-6-[4-hydroxy-(1E)-pentenyl]-pyrimidine

: 524-38-9
N-hydroxyphthalimide

: 299966-53-3
(+/-)-2,4-bis(benzyloxy)-6-[4-(N-phthalimideoxy)-(1E)-pentenyl]-pyrimidine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 3.5h;
DOI:10.1021/jo000504f

Reference yield:

: 299966-92-0
(+/-)-2,4-bis(benzyloxy)-6-[4-(tert-butyldimethylsilyloxy)-1-pentynyl]-pyrimidine

: 299966-53-3
(+/-)-2,4-bis(benzyloxy)-6-[4-(N-phthalimideoxy)-(1E)-pentenyl]-pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / H₂ / Pd/BaSO₄ / pyridine / 1 h / 20 °C / 760.05 Torr

2: 98 percent Turnov_. / I₂ / CH₂Cl₂ / 46.5 h / Irradiation

3: 76 percent / [(n-Bu)4N]F / tetrahydrofuran / 3 h / 0 - 20 °C

4: 44 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 3.5 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; iodine; triphenylphosphine; diethylazodicarboxylate; Pd-BaSO₄; In tetrahydrofuran; pyridine; dichloromethane; 1: Hydrogenation / 2: Isomerization / 3: desilylation / 4: Condensation;
DOI:10.1021/jo000504f

Reference yield:

: 80186-44-3
4-<(dimethyl-tert-butylsilyl)oxy>-1-pentyne

: 299966-53-3
(+/-)-2,4-bis(benzyloxy)-6-[4-(N-phthalimideoxy)-(1E)-pentenyl]-pyrimidine

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / bis(triphenylphosphine)palladium(II) chloride; copper(I) iodide / tetrahydrofuran; triethylamine

2: 71 percent / H₂ / Pd/BaSO₄ / pyridine / 1 h / 20 °C / 760.05 Torr

3: 98 percent Turnov_. / I₂ / CH₂Cl₂ / 46.5 h / Irradiation

4: 76 percent / [(n-Bu)4N]F / tetrahydrofuran / 3 h / 0 - 20 °C

5: 44 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 3.5 h / 20 °C

With copper(l) iodide; bis(triphenylphosphine)palladium(II)-chloride; tetrabutyl ammonium fluoride; hydrogen; iodine; triphenylphosphine; diethylazodicarboxylate; Pd-BaSO₄; In tetrahydrofuran; pyridine; dichloromethane; triethylamine; 1: Condensation / 2: Hydrogenation / 3: Isomerization / 4: desilylation / 5: Condensation;
DOI:10.1021/jo000504f