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]-propionic acid

Base Information

• Chemical Name: 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]-propionic acid
• CAS No.: 146557-87-1
• Molecular Formula: C₂₈H₃₄N₂O₆Si
• Molecular Weight: 522.673
• Mol file: 146557-87-1.mol

Synonyms:

Chemical Property of 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]-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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]-propionic acid

There total 3 articles about 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]-propionic acid 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:

1-(2-deoxy-3-O-tert-butyldiphenylsilyl-β-D-erythro-pentadialdo-1,4-furanosyl)-5-methyluracil (146604-43-5) → 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]-propionic acid (146557-87-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / CH₂Cl₂ / 3 h / Ambient temperature

2: H₂ / 10percent Pd/C / methanol / 14 h / 760 Torr / Ambient temperature

3: 2M KOH / H₂O; methanol / 2 h / Ambient temperature

With potassium hydroxide; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; water;

DOI:10.1016/0040-4039(93)85051-W

Reference yield:

(E)-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]-acrylic acid methyl ester → 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]-propionic acid (146557-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / methanol / 14 h / 760 Torr / Ambient temperature

2: 2M KOH / H₂O; methanol / 2 h / Ambient temperature

With potassium hydroxide; hydrogen; palladium on activated charcoal; In methanol; water;

DOI:10.1016/0040-4039(93)85051-W

Reference yield:

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]-propionic acid methyl ester (146557-86-0) → 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]-propionic acid (146557-87-1)

Guidance literature:

With potassium hydroxide; In methanol; water; for 2h; Yield given; Ambient temperature;

DOI:10.1016/0040-4039(93)85051-W

upstream raw materials:

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]-propionic acid methyl ester

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

Downstream raw materials:

C₄₃H₄₇N₅O₁₁