4-Amino-1-{(2R,3R,4R,5R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-5-[(N-methyl-aminooxy)-methyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidin-2-one

Base Information

• Chemical Name: 4-Amino-1-{(2R,3R,4R,5R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-5-[(N-methyl-aminooxy)-methyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidin-2-one
• CAS No.: 199581-58-3
• Molecular Formula: C₂₈H₃₈N₄O₅Si
• Molecular Weight: 538.719
• Mol file: 199581-58-3.mol

Synonyms:4-Amino-1-{(2R,3R,4R,5R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-5-[(N-methyl-aminooxy)-methyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidin-2-one

Chemical Property of 4-Amino-1-{(2R,3R,4R,5R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-5-[(N-methyl-aminooxy)-methyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Amino-1-{(2R,3R,4R,5R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-5-[(N-methyl-aminooxy)-methyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidin-2-one

There total 6 articles about 4-Amino-1-{(2R,3R,4R,5R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-5-[(N-methyl-aminooxy)-methyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidin-2-one 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:

2'-O-Methyl-5-methyluridine (55486-09-4) → 4-Amino-1-{(2R,3R,4R,5R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-5-[(N-methyl-aminooxy)-methyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidin-2-one (199581-58-3)

Guidance literature:

Multi-step reaction with 6 steps

1: PPh₃ / tetrahydrofuran

2: imidazole / dimethylformamide / 18 h

3: methylhydrazine / CH₂Cl₂ / 1 h / 0 °C

4: methanol; ethyl acetate / 0.5 h / 40 °C

5: 1.) POCl₃, triazole, 2.) NH₃ / 1.) DMF, 2.) MeOH

6: NaBH₃CN / acetic acid / 2 h / 10 °C

With 1H-imidazole; 1,2,3-triazole; ammonia; sodium cyanoborohydride; triphenylphosphine; methylhydrazine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1080/07328319708006242

Reference yield:

4-Amino-1-[(2R,3R,4R,5R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-5-methyleneaminooxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidin-2-one (183737-36-2) → 4-Amino-1-{(2R,3R,4R,5R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-5-[(N-methyl-aminooxy)-methyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidin-2-one (199581-58-3)

Guidance literature:

With sodium cyanoborohydride; In acetic acid; at 10 ℃; for 2h; Yield given;

DOI:10.1080/07328319708006242

Reference yield:

1-[(2R,3R,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyleneaminooxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (183737-34-0) → 4-Amino-1-{(2R,3R,4R,5R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-5-[(N-methyl-aminooxy)-methyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidin-2-one (199581-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) POCl₃, triazole, 2.) NH₃ / 1.) DMF, 2.) MeOH

2: NaBH₃CN / acetic acid / 2 h / 10 °C

With 1,2,3-triazole; ammonia; sodium cyanoborohydride; trichlorophosphate; In acetic acid;

DOI:10.1080/07328319708006242

upstream raw materials:

4-Amino-1-[(2R,3R,4R,5R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-5-methyleneaminooxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidin-2-one

2'-O-Methyl-5-methyluridine

2'-O-methyl-5'-O-phthalimido-5-methyluridine

1-[(2R,3R,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-5-methyleneaminooxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Downstream raw materials:

C₆₈H₇₆N₆O₁₃Si

C₅₉H₆₁N₉O₁₂

C₅₆H₆₃N₉O₁₃

C₅₉H₆₃N₇O₁₃