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

Base Information

Chemical Name:(+/-)-2,4-bis(benzyloxy)-6-[4-(tert-butyldimethylsilyloxy)-1-pentynyl]-pyrimidine
CAS No.:299966-92-0
Molecular Formula:C₂₉H₃₆N₂O₃Si
Molecular Weight:488.702
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+/-)-2,4-bis(benzyloxy)-6-[4-(tert-butyldimethylsilyloxy)-1-pentynyl]-pyrimidine

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Technology Process of (+/-)-2,4-bis(benzyloxy)-6-[4-(tert-butyldimethylsilyloxy)-1-pentynyl]-pyrimidine

There total 1 articles about (+/-)-2,4-bis(benzyloxy)-6-[4-(tert-butyldimethylsilyloxy)-1-pentynyl]-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: 99.0%

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

: 70523-27-2
2,4-bis(benzyloxy)-6-bromopyrimidine

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

Guidance literature:: With copper(l) iodide; bis(triphenylphosphine)palladium(II)-chloride; In tetrahydrofuran; triethylamine;
DOI:10.1021/jo000504f

Reference yield:

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

: (+/-)-(4S,6R)-6-methyl-4-[(2,6-bisbenzyloxy-4-pyrimidinyl)methyl]tetrahydro-2H-1,3-oxazin-2-one

Guidance literature:: Multi-step reaction with 4 steps

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

2: 73 percent / [(n-Bu)4N]F / tetrahydrofuran / 3 h / 20 °C

3: 53 percent / CH₂Cl₂ / 1 h / 20 °C

4: 64 percent / NaH / tetrahydrofuran / Heating

With tetrabutyl ammonium fluoride; hydrogen; sodium hydride; Pd-BaSO₄; In tetrahydrofuran; pyridine; dichloromethane; 1: Hydrogenation / 2: desilylation / 3: Condensation / 4: Cyclization;
DOI:10.1021/jo000504f

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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