Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethyl ethyl)dimethylsilyl]-5-methyl-

Base Information

• Chemical Name: Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethyl ethyl)dimethylsilyl]-5-methyl-
• CAS No.: 160107-13-1
• Molecular Formula: C44H51N3O8Si
• Molecular Weight: 777.99
• Mol file: 160107-13-1.mol

Synonyms:

Chemical Property of Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethyl ethyl)dimethylsilyl]-5-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethyl ethyl)dimethylsilyl]-5-methyl-

There total 6 articles about Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethyl ethyl)dimethylsilyl]-5-methyl- 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: 71.0%

tert-butyldimethylsilyl chloride (18162-48-6) + N-(1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide (160107-17-5) → N-{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide (160107-13-1)

Guidance literature:

With pyridine; silver nitrate; In tetrahydrofuran; for 5h;

DOI:10.1016/S0968-0896(97)00059-X

Reference yield:

5-methylcytosin (554-01-8) → N-{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide (160107-13-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 5 h / Heating

2: 60 percent / SnCl₂ / CH₂Cl₂ / 5 h

3: 91 percent / NaOMe / methanol / 14 h / Ambient temperature

4: 1.) pyridine, 2.) aq. NaOH / 1.) RT, 1.5 h, 2.) THF, MeOH, 0 deg C, 30 min

5: 62 percent / pyridine / 0 °C

6: 71 percent / pyridine, AgNO₃ / tetrahydrofuran / 5 h

With pyridine; sodium hydroxide; sodium methylate; silver nitrate; tin(ll) chloride; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/S0968-0896(97)00059-X

Reference yield:

2'-O,N4-bis-trimethylsilyl-5-methylcytosine (32865-88-6) → N-{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide (160107-13-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 60 percent / SnCl₂ / CH₂Cl₂ / 5 h

2: 91 percent / NaOMe / methanol / 14 h / Ambient temperature

3: 1.) pyridine, 2.) aq. NaOH / 1.) RT, 1.5 h, 2.) THF, MeOH, 0 deg C, 30 min

4: 62 percent / pyridine / 0 °C

5: 71 percent / pyridine, AgNO₃ / tetrahydrofuran / 5 h

With pyridine; sodium hydroxide; sodium methylate; silver nitrate; tin(ll) chloride; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/S0968-0896(97)00059-X

upstream raw materials:

tert-butyldimethylsilyl chloride

N-(1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide

5-methylcytosin

2'-O,N⁴-bis-trimethylsilyl-5-methylcytosine

Refernces