1-[3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:335259-86-4
Molecular Formula:C₂₆H₃₁N₅O₃SSi
Molecular Weight:521.715
Hs Code.:

1-[3-azido-5-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-5-methyl-1<i>H</i>-pyrimidine-2,4-dione

Synonyms:1-[3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-[3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 21 articles about 1-[3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-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: 61.0%

: 335259-78-4
Acetic acid (3S,5R)-3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl ester

: 335259-86-4
1-[3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 20 ℃; for 24h;
DOI:10.1016/S0960-894X(01)00006-3

Reference yield: 61.0%

: 149712-86-7
5-Methyl-2-trimethylsilanyloxy-pyrimidin-4-ol

: 335259-78-4
Acetic acid (3S,5R)-3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl ester

: 335259-86-4
1-[3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-4-hydroxy-5-methyl-1H-pyrimidin-2-one

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate;
DOI:10.1081/NCN-100002346

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 335259-86-4
1-[3-azido-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 8 steps

1.1: 76 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

2.1: DMAP / acetonitrile / 24 h / 20 °C

3.1: Et₃B; n-Bu₃SnH / benzene / 0 °C

4.1: 78 percent / NH₃ / methanol / 24 h / 20 °C

5.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 40 °C

6.1: 84 percent / NaN₃ / dimethylformamide / 72 h / 40 °C

7.1: mCPBA / CH₂Cl₂ / 3 h / -78 °C

7.2: 24 h / 100 °C

8.1: 61 percent / TMSOTf / 1,2-dichloro-ethane / 24 h / 20 °C

With 1H-imidazole; dmap; sodium azide; triethyl borane; trimethylsilyl trifluoromethanesulfonate; ammonia; tri-n-butyl-tin hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0960-894X(01)00006-3