1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[3.1.0]hex-3-en-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[3.1.0]hex-3-en-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:577991-20-9
Molecular Formula:C₂₈H₃₂N₂O₃Si
Molecular Weight:472.659
Hs Code.:

1-[5-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-bicyclo[3.1.0]hex-3-en-2-yl]-5-methyl-1<i>H</i>-pyrimidine-2,4-dione

Synonyms:1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[3.1.0]hex-3-en-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[3.1.0]hex-3-en-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[3.1.0]hex-3-en-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 15 articles about 1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[3.1.0]hex-3-en-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 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: 93.0%

: 577991-19-6
(1'S,2'S,5'R)-1-{5-[(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)methyl]bicyclo[3.1.0]hex-3-en-2-yl}-5-methyl-3-(phenylcarbonyl)-1,3-dihydropyrimidine-2,4-dione

: 577991-20-9
1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[3.1.0]hex-3-en-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: With ammonium hydroxide; In methanol; at 20 ℃; for 4h;
DOI:10.1021/jm030116g

Reference yield:

: 259659-49-9
(1S,2R,4S,5R)-4-(phenylmethoxy)-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hexan-2-ol

: 577991-20-9
1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[3.1.0]hex-3-en-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / pyridine / CH₂Cl₂ / 3 h / 20 °C

2: 72.5 percent / formic acid / Pd black / methanol / 20 °C

3: 81 percent / imidazole / CH₂Cl₂ / 2 h / 0 °C

4: 100 percent / triphenylphosphine; imidazole; iodine / toluene / 1 h / 100 °C

5: 51 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 24 h / 100 °C

6: 97 percent / NaOMe / methanol / 20 °C

7: 45 percent / diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

8: 93 percent / NH₄OH / methanol / 4 h / 20 °C

With pyridine; 1H-imidazole; ammonium hydroxide; formic acid; iodine; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; diethylazodicarboxylate; palladium; In tetrahydrofuran; methanol; dichloromethane; toluene; 7: Mitsunobu coupling;
DOI:10.1021/jm030116g

Reference yield:

: 577991-15-2
(1S,2R,4S,5R)-4-[(phenylmethoxy)-5-(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl benzoate

: 577991-20-9
1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[3.1.0]hex-3-en-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 72.5 percent / formic acid / Pd black / methanol / 20 °C

2: 81 percent / imidazole / CH₂Cl₂ / 2 h / 0 °C

3: 100 percent / triphenylphosphine; imidazole; iodine / toluene / 1 h / 100 °C

4: 51 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 24 h / 100 °C

5: 97 percent / NaOMe / methanol / 20 °C

6: 45 percent / diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

7: 93 percent / NH₄OH / methanol / 4 h / 20 °C

With 1H-imidazole; ammonium hydroxide; formic acid; iodine; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; diethylazodicarboxylate; palladium; In tetrahydrofuran; methanol; dichloromethane; toluene; 6: Mitsunobu coupling;
DOI:10.1021/jm030116g