1-[(2R,4S,5R)-5-((S)-1-Amino-ethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-[(2R,4S,5R)-5-((S)-1-Amino-ethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 199458-05-4
• Molecular Formula: C₂₇H₃₅N₃O₄Si
• Molecular Weight: 493.678
• Mol file: 199458-05-4.mol

Synonyms:1-[(2R,4S,5R)-5-((S)-1-Amino-ethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property of 1-[(2R,4S,5R)-5-((S)-1-Amino-ethyl)-4-(tert-butyl-diphenyl-silanyloxy)-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)-5-((S)-1-Amino-ethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 8 articles about 1-[(2R,4S,5R)-5-((S)-1-Amino-ethyl)-4-(tert-butyl-diphenyl-silanyloxy)-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: 92.0%

2-Methyl-propane-2-sulfinic acid {(S)-1-[(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]-ethyl}-amide (521065-39-4) → 1-[(2R,4S,5R)-5-((S)-1-Amino-ethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (199458-05-4)

Guidance literature:

With hydrogenchloride; In methanol;

DOI:10.1016/S0040-4039(02)02514-5

Reference yield:

1-(2-deoxy-3-O-tert-butyldiphenylsilyl-β-D-erythro-pentadialdo-1,4-furanosyl)-5-methyluracil (146604-43-5) → 1-[(2R,4S,5R)-5-((S)-1-Amino-ethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (199458-05-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / benzene / Heating; azeotropic distillation

2: 30 percent / tetrahydrofuran / -48 °C

3: 92 percent / HCl in dioxane / methanol

With hydrogenchloride; In tetrahydrofuran; methanol; benzene;

DOI:10.1016/S0040-4039(02)02514-5

Reference yield:

1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-trityloxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (83479-97-4) → 1-[(2R,4S,5R)-5-((S)-1-Amino-ethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (199458-05-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / AcOH / H₂O

2: 96 percent / DCC; DMSO; TFA*pyridine

3: 74 percent / benzene / Heating; azeotropic distillation

4: 30 percent / tetrahydrofuran / -48 °C

5: 92 percent / HCl in dioxane / methanol

With hydrogenchloride; pyridinium trifluroacetate; acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; water; benzene;

DOI:10.1016/S0040-4039(02)02514-5

upstream raw materials:

Methanesulfonic acid 1-[(2S,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-ethyl ester

2-Methyl-propane-2-sulfinic acid {(S)-1-[(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]-ethyl}-amide

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

1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Downstream raw materials:

C₅₅H₆₇N₅O₉Si₂