1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-[1-(2-hydroxy-ethylsulfanyl)-3-phenyl-propyl]-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-[1-(2-hydroxy-ethylsulfanyl)-3-phenyl-propyl]-1H-pyrimidine-2,4-dione
• CAS No.: 321684-74-6
• Molecular Formula: C₃₂H₅₄N₂O₆SSi₂
• Molecular Weight: 651.028
• Mol file: 321684-74-6.mol

Synonyms:1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-[1-(2-hydroxy-ethylsulfanyl)-3-phenyl-propyl]-1H-pyrimidine-2,4-dione

Chemical Property of 1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-[1-(2-hydroxy-ethylsulfanyl)-3-phenyl-propyl]-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-[1-(2-hydroxy-ethylsulfanyl)-3-phenyl-propyl]-1H-pyrimidine-2,4-dione

There total 6 articles about 1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-[1-(2-hydroxy-ethylsulfanyl)-3-phenyl-propyl]-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: 84.0%

2-hydroxyethanethiol (60-24-2) + 5-(2-benzyl-cyclopropyl)-1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione → 1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-[1-(2-hydroxy-ethylsulfanyl)-3-phenyl-propyl]-1H-pyrimidine-2,4-dione (321684-74-6)

Guidance literature:

With VAZO-52; In benzene; at 60 ℃; for 48h;

DOI:10.1021/jo0007433

Reference yield:

2-hydroxyethanethiol (60-24-2) + methanesulfonic acid 1-{1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-3-phenyl-propyl ester → 1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-[1-(2-hydroxy-ethylsulfanyl)-3-phenyl-propyl]-1H-pyrimidine-2,4-dione (321684-74-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jo0007433

Reference yield:

hydrocinnamic acid chloride (645-45-4) → 1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-[1-(2-hydroxy-ethylsulfanyl)-3-phenyl-propyl]-1H-pyrimidine-2,4-dione (321684-74-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 75 percent / s-BuLi / tetrahydrofuran; cyclohexane / -78 °C

2.1: phenylselenyl chloride; pyridine / CH₂Cl₂ / 0 - 20 °C

2.2: 91 percent / H₂O₂ / H₂O; CH₂Cl₂ / 0 - 20 °C

3.1: 58 percent / NaBH₄; CeCl₃-7H₂O / methanol / 0.25 h

4.1: triethylamine / CH₂Cl₂ / 2.5 h / 0 °C

5.1: 51 g / K₂CO₃ / dimethylformamide / 20 °C

With pyridine; sodium tetrahydroborate; Phenylselenyl chloride; cerium(III) chloride; sec.-butyllithium; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide;

DOI:10.1021/jo0007433

upstream raw materials:

2-hydroxyethanethiol

hydrocinnamic acid chloride

1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-(1-hydroxy-3-phenyl-propyl)-1H-pyrimidine-2,4-dione

1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-(3-phenyl-propionyl)-1H-pyrimidine-2,4-dione