acetic acid 5-(tert-butyl-diphenyl-silanyloxymethyl)-4-[1,3]dithian-2-yl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:acetic acid 5-(tert-butyl-diphenyl-silanyloxymethyl)-4-[1,3]dithian-2-yl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
CAS No.:257277-50-2
Molecular Formula:C₃₂H₄₀N₂O₆S₂Si
Molecular Weight:640.897
Hs Code.:

acetic acid 5-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-4-[1,3]dithian-2-yl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2<i>H</i>-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Synonyms:acetic acid 5-(tert-butyl-diphenyl-silanyloxymethyl)-4-[1,3]dithian-2-yl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

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Chemical Property of acetic acid 5-(tert-butyl-diphenyl-silanyloxymethyl)-4-[1,3]dithian-2-yl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

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Technology Process of acetic acid 5-(tert-butyl-diphenyl-silanyloxymethyl)-4-[1,3]dithian-2-yl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

There total 1 articles about acetic acid 5-(tert-butyl-diphenyl-silanyloxymethyl)-4-[1,3]dithian-2-yl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl 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:

: 257277-48-8
tert-Butyl-((3aR,5S,6R,6aR)-6-[1,3]dithian-2-yl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-diphenyl-silane

: 257277-50-2
acetic acid 5-(tert-butyl-diphenyl-silanyloxymethyl)-4-[1,3]dithian-2-yl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / (+/-)-camphor-10-sulfonic acid / acetic acid / 0.17 h / 70 °C

2: TMSOTf / 1,2-dichloro-ethane / 0.5 h / Heating

With trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; In acetic acid; 1,2-dichloro-ethane; 2: Vorbrueggen coupling;
DOI:10.1016/S0040-4039(00)01814-1

Reference yield: 95.0%

: 257277-50-2
acetic acid 5-(tert-butyl-diphenyl-silanyloxymethyl)-4-[1,3]dithian-2-yl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

: 257277-51-3
1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-[1,3]dithian-2-yl-3-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: With sodium hydroxide; In methanol; at 20 ℃;
DOI:10.1016/S0040-4039(00)01814-1

Reference yield:

: 257277-50-2
acetic acid 5-(tert-butyl-diphenyl-silanyloxymethyl)-4-[1,3]dithian-2-yl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

: 257277-55-7
C₆₂H₇₁N₅O₁₄Si

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / aq. NaOH / methanol / 20 °C

2.1: 94 percent / HgO; HgCl₂ / acetone; H₂O / 24 h / Heating

3.1: aq. PPTS / methanol / 0 °C

3.2: 60 percent / Py*BH₃ / 2 h / 0 - 20 °C

4.1: 100 percent / aq. TBAF / tetrahydrofuran / 6 h / 20 °C

5.1: 80 percent / DMAP / pyridine / 20 °C

6.1: 93 percent / imidazole / CH₂Cl₂ / 8 h / 20 °C

7.1: 85 percent / Et₃N; DMAP / acetonitrile / 2 h / 20 °C

With 1H-imidazole; dmap; sodium hydroxide; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; triethylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/S0040-4039(00)01814-1