Acetic acid (2R,3S,4S,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylselanyl-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,4S,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylselanyl-tetrahydro-furan-3-yl ester
• CAS No.: 134100-04-2
• Molecular Formula: C₂₃H₃₂N₂O₆SeSi
• Molecular Weight: 539.562

Synonyms:

Chemical Property of Acetic acid (2R,3S,4S,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylselanyl-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3S,4S,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylselanyl-tetrahydro-furan-3-yl ester

There total 5 articles about Acetic acid (2R,3S,4S,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylselanyl-tetrahydro-furan-3-yl 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: 100.0%

1-[(2R,3S,4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-hydroxy-4-phenylselanyl-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione (135928-55-1) + acetyl chloride (75-36-5) → Acetic acid (2R,3S,4S,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylselanyl-tetrahydro-furan-3-yl ester (134100-04-2)

Guidance literature:

DOI:10.1016/S0040-4039(00)74884-2

Reference yield:

diphenyl diselenide (1666-13-3) → Acetic acid (2R,3S,4S,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylselanyl-tetrahydro-furan-3-yl ester (134100-04-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / NaBH₄ / ethanol; tetrahydrofuran / Heating

2: 100 percent / aq. NaOH

3: 83 percent

4: 100 percent

With sodium hydroxide; sodium tetrahydroborate; In tetrahydrofuran; ethanol;

DOI:10.1016/S0040-4039(00)74884-2

Reference yield:

3'-O-mesyl-2',5'-di-O-pivaloyluridine (134100-02-0) → Acetic acid (2R,3S,4S,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylselanyl-tetrahydro-furan-3-yl ester (134100-04-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / NaBH₄ / ethanol; tetrahydrofuran / Heating

2: 100 percent / aq. NaOH

3: 83 percent

4: 100 percent

With sodium hydroxide; sodium tetrahydroborate; In tetrahydrofuran; ethanol;

DOI:10.1016/S0040-4039(00)74884-2

upstream raw materials:

1-[(2R,3S,4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-hydroxy-4-phenylselanyl-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

acetyl chloride

diphenyl diselenide

1-((2R,3S,4R,5R)-3-Hydroxy-5-hydroxymethyl-4-phenylselanyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

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