1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

Base Information

Chemical Name:1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil
CAS No.:1363739-51-8
Molecular Formula:C₂₆H₄₁N₂O₇PSi
Molecular Weight:552.68
Hs Code.:

Synonyms:1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

Suppliers and Price of 1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

There total 5 articles about 1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil 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: 79.0%

: 1363739-50-7
1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-bromouracil

: 98-80-6
phenylboronic acid

: 1363739-51-8
1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 130 ℃; for 6h; Inert atmosphere;
DOI:10.1080/15257770.2012.654876

Reference yield:

: 1363739-44-9
1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hex-5-enofuranosyl]uracil

: 1363739-51-8
1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

Guidance literature:: Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / methanol

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; N,N-dimethyl-formamide / 6 h / 130 °C / Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; sodium carbonate; In methanol; water; N,N-dimethyl-formamide; 3: Suzuki-Miyaura coupling;
DOI:10.1080/15257770.2012.654876

Reference yield:

: 76223-05-7
1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

: 1363739-51-8
1-[3-O-tert-butyldimethylsilyl-2,5,6-trideoxy-6-(diethoxyphosphinyl)-β-D-hexofuranosyl]-5-phenyluracil

Guidance literature:: Multi-step reaction with 5 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 6 h / 80 °C

2: dimethyl sulfoxide / 20 h

3: palladium 10% on activated carbon; hydrogen / methanol

4: N-Bromosuccinimide / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; N,N-dimethyl-formamide / 6 h / 130 °C / Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; sodium carbonate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 2: Wittig reaction / 5: Suzuki-Miyaura coupling;
DOI:10.1080/15257770.2012.654876