1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-[1,3]dithian-2-ylidenemethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-[1,3]dithian-2-ylidenemethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 164254-07-3
• Molecular Formula: C₃₀H₃₆N₂O₄S₂Si
• Molecular Weight: 580.844
• Mol file: 164254-07-3.mol

Synonyms:

Chemical Property of 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-[1,3]dithian-2-ylidenemethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-[1,3]dithian-2-ylidenemethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 1 articles about 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-[1,3]dithian-2-ylidenemethyl-tetrahydro-furan-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: 80.0%

1-(2-deoxy-3-O-tert-butyldiphenylsilyl-β-D-erythro-pentadialdo-1,4-furanosyl)-5-methyluracil (146604-43-5) + 1,3-dithia-2-cyclohexylidene triphenylphosphorane → 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-[1,3]dithian-2-ylidenemethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (164254-07-3)

Guidance literature:

In tetrahydrofuran; from -78 degC to room t.;

DOI:10.1016/S0040-4039(00)77069-9

Reference yield: 40.0%

methanol (67-56-1) + 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-[1,3]dithian-2-ylidenemethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (164254-07-3) → [(2S,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-acetic acid methyl ester + [(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-acetic acid methyl ester

Guidance literature:

With mercury dichloride; In water; Heating;

DOI:10.1016/S0040-4039(00)77069-9

Reference yield:

1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-[1,3]dithian-2-ylidenemethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (164254-07-3) → [(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-acetic acid (164254-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / HgCl₂ / H₂O / Heating

2: NaOH / H₂O; tetrahydrofuran / Ambient temperature

With sodium hydroxide; mercury dichloride; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(00)77069-9

upstream raw materials:

1-(2-deoxy-3-O-tert-butyldiphenylsilyl-β-D-erythro-pentadialdo-1,4-furanosyl)-5-methyluracil

Downstream raw materials:

[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-acetic acid

C₅₄H₆₅N₅O₉Si₂