1-[(2R,5R)-4-Benzeneselenonyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-[(2R,5R)-4-Benzeneselenonyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione
• CAS No.: 190723-54-7
• Molecular Formula: C₃₁H₃₂N₂O₆SeSi
• Molecular Weight: 635.65
• Mol file: 190723-54-7.mol

Synonyms:1-[(2R,5R)-4-Benzeneselenonyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Chemical Property of 1-[(2R,5R)-4-Benzeneselenonyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(2R,5R)-4-Benzeneselenonyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione

There total 6 articles about 1-[(2R,5R)-4-Benzeneselenonyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,5-dihydro-furan-2-yl]-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%

1-[(2R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenylselanyl-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione (190723-52-5) → 1-[(2R,5R)-4-Benzeneselenonyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione (190723-54-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In methanol; at 0 - 25 ℃; for 12h;

DOI:10.1055/s-1997-802

Reference yield:

1-(5-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl)uracil (130351-68-7) → 1-[(2R,5R)-4-Benzeneselenonyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione (190723-54-7)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 2 h / 0 °C

2: 1N NaOH / 3 h / Ambient temperature

3: 1.) LAH; 2.) pyridine / 1.) THF, 0 deg C, 30 min; 2.) 0 deg C to rt., 24 h

4: t-BuOK / dimethylformamide / 0.12 h / 0 °C

5: 84 percent / m-chloroperbenzoic acid / methanol / 12 h / 0 - 25 °C

With pyridine; sodium hydroxide; lithium aluminium tetrahydride; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1055/s-1997-802

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 1-[(2R,5R)-4-Benzeneselenonyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione (190723-54-7)

Guidance literature:

Multi-step reaction with 6 steps

1: DMAP, pyridine / 2 h / 0 °C

2: pyridine / 2 h / 0 °C

3: 1N NaOH / 3 h / Ambient temperature

4: 1.) LAH; 2.) pyridine / 1.) THF, 0 deg C, 30 min; 2.) 0 deg C to rt., 24 h

5: t-BuOK / dimethylformamide / 0.12 h / 0 °C

6: 84 percent / m-chloroperbenzoic acid / methanol / 12 h / 0 - 25 °C

With pyridine; dmap; sodium hydroxide; lithium aluminium tetrahydride; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1055/s-1997-802

upstream raw materials:

1-[(2R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-phenylselanyl-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione

1-(5-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl)uracil

tert-butylchlorodiphenylsilane

uridine

Downstream raw materials:

(1R,2S,4R,5S,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-cyano-4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-oxa-bicyclo[3.1.0]hexane-6-carboxylic acid benzyl ester

(1S,2S,4R,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-6-phenylsulfanyl-3-oxa-bicyclo[3.1.0]hexane-6-carboxylic acid benzyl ester

(1R,2S,4R,5S,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-cyano-4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-oxa-bicyclo[3.1.0]hexane-6-carboxylic acid