Methanesulfonic acid (R)-2-[(R)-1-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-ethoxy]-3-trityloxy-propyl ester

Base Information

• Chemical Name: Methanesulfonic acid (R)-2-[(R)-1-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-ethoxy]-3-trityloxy-propyl ester
• CAS No.: 263557-30-8
• Molecular Formula: C₃₅H₃₄N₂O₇SSe
• Molecular Weight: 705.69
• Mol file: 263557-30-8.mol

Synonyms:Methanesulfonic acid (R)-2-[(R)-1-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-ethoxy]-3-trityloxy-propyl ester

Chemical Property of Methanesulfonic acid (R)-2-[(R)-1-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-ethoxy]-3-trityloxy-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (R)-2-[(R)-1-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-ethoxy]-3-trityloxy-propyl ester

There total 2 articles about Methanesulfonic acid (R)-2-[(R)-1-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-ethoxy]-3-trityloxy-propyl 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: 49.0%

diphenyl diselenide (1666-13-3) + 2,2'-anhydro-3'-O-(methylsulfonyl)-5'-O-(triphenylmethyl)-2',3'-secouridine (101527-55-3) → Methanesulfonic acid (R)-2-[(R)-1-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-ethoxy]-3-trityloxy-propyl ester (263557-30-8) + 1-[(R)-2-Phenylselanyl-1-((R)-1-phenylselanylmethyl-2-trityloxy-ethoxy)-ethyl]-1H-pyrimidine-2,4-dione

Guidance literature:

diphenyl diselenide; With sodium tetrahydroborate; In ethanol; at 20 ℃; for 0.166667h;

2,2'-anhydro-3'-O-(methylsulfonyl)-5'-O-(triphenylmethyl)-2',3'-secouridine; In tetrahydrofuran; ethanol; at 20 ℃; for 16h;

DOI:10.1016/S0040-4020(01)00203-4

Reference yield: 7.0%

diphenyl diselenide (1666-13-3) + 2,2'-anhydro-3'-O-(methylsulfonyl)-5'-O-(triphenylmethyl)-2',3'-secouridine (101527-55-3) → 1-(R)-<6-(R)-trityloxymethyl-1,4-dioxan-2-yl>uracil (101527-67-7) + 3'-O-(methylsulfonyl)-5'-O-(triphenylmethyl)-2',3'-secouridine (101527-65-5) + (R)-3-((R)-1-Phenylselanylmethyl-2-trityloxy-ethoxy)-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one + Methanesulfonic acid (R)-2-[(R)-1-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-ethoxy]-3-trityloxy-propyl ester (263557-30-8)

Guidance literature:

diphenyl diselenide; With sodium; In tetrahydrofuran; for 4h; Heating;

2,2'-anhydro-3'-O-(methylsulfonyl)-5'-O-(triphenylmethyl)-2',3'-secouridine; With 18-crown-6 ether; In tetrahydrofuran; at 20 ℃; for 19h;

DOI:10.1016/S0040-4020(01)00203-4

Reference yield: 93.0%

sodium acetate (127-09-3) + Methanesulfonic acid (R)-2-[(R)-1-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-ethoxy]-3-trityloxy-propyl ester (263557-30-8) → 3'-O-acetyl-2'-deoxy-2'-phenylseleno-5'-O-trityl-2',3'-seco-uridine

Guidance literature:

In water; N,N-dimethyl-formamide; at 100 ℃; for 3h;

DOI:10.1016/S0040-4020(01)00203-4

upstream raw materials:

diphenyl diselenide

2,2'-anhydro-3'-O-(methylsulfonyl)-5'-O-(triphenylmethyl)-2',3'-secouridine

Downstream raw materials:

2'-deoxy-2'-phenylseleno-5'-O-trityl-2',3'-seco-uridine

3'-C-(Z)-(carbomethoxy)methylene-2',3'-dideoxy-2'-phenylseleno-5'-O-trityl-2',3'-seco-uridine

(E)-(R)-4-[(R)-1-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-ethoxy]-5-trityloxy-pent-2-enoic acid methyl ester