1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-prop-1-ynyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-prop-1-ynyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 181999-85-9
• Molecular Formula: C₂₈H₃₂N₂O₅Si
• Molecular Weight: 504.658
• Mol file: 181999-85-9.mol

Synonyms:1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-prop-1-ynyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property of 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-prop-1-ynyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-prop-1-ynyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 1 articles about 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-prop-1-ynyl)-tetrahydro-furan-2-yl]-5-methyl-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: 60.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-(2,5,6-trideoxy-6,6-dibromo-3-O-(tert-butyldiphenylsilyl)-β-D-erythro-hex-5-enofuranosyl)-5-methyluracil (181999-83-7) → 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-prop-1-ynyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (181999-85-9)

Guidance literature:

With n-butyllithium; at -78 - 25 ℃;

DOI:10.1016/0040-4039(96)01164-1

Reference yield: 85.0%

para-methoxybenzyl chloride (88023-78-3) + 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-prop-1-ynyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (181999-85-9) → 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-prop-1-ynyl)-tetrahydro-furan-2-yl]-4-(4-methoxy-benzyloxymethoxy)-5-methyl-1H-pyrimidin-2-one

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 0 ℃; for 3.5h;

DOI:10.1016/0040-4039(96)01164-1

Reference yield: 71.0%

1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-prop-1-ynyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (181999-85-9) → 1-[(2R,4S,5R)-5-(3-Bromo-prop-1-ynyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (181999-92-8)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/0040-4039(96)01164-1

upstream raw materials:

formaldehyd

1-(2,5,6-trideoxy-6,6-dibromo-3-O-(tert-butyldiphenylsilyl)-β-D-erythro-hex-5-enofuranosyl)-5-methyluracil

Downstream raw materials:

1-[(2R,4S,5R)-5-(3-Bromo-prop-1-ynyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

C₅₃H₆₄N₄O₉

C₅₃H₆₄N₄O₈S

C₆₉H₈₂N₄O₈SSi