N⁴,O^5'-bis(4,4'-dimethoxytrityl)-1-<(2R)-2-azido-2,3-dideoxy-β-D-glycero-pentofuranosyl>cytosine

Base Information

• Chemical Name: N⁴,O^5'-bis(4,4'-dimethoxytrityl)-1-<(2R)-2-azido-2,3-dideoxy-β-D-glycero-pentofuranosyl>cytosine
• CAS No.: 114827-21-3
• Molecular Formula: C₅₁H₄₈N₆O₇
• Molecular Weight: 856.978

Synonyms:N⁴,O^5'-bis(4,4'-dimethoxytrityl)-1-<(2R)-2-azido-2,3-dideoxy-β-D-glycero-pentofuranosyl>cytosine

Chemical Property of N⁴,O^5'-bis(4,4'-dimethoxytrityl)-1-<(2R)-2-azido-2,3-dideoxy-β-D-glycero-pentofuranosyl>cytosine

Chemical Property:

Purity/Quality:

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Technology Process of N⁴,O^5'-bis(4,4'-dimethoxytrityl)-1-<(2R)-2-azido-2,3-dideoxy-β-D-glycero-pentofuranosyl>cytosine

There total 10 articles about N⁴,O^5'-bis(4,4'-dimethoxytrityl)-1-<(2R)-2-azido-2,3-dideoxy-β-D-glycero-pentofuranosyl>cytosine 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: 93.0%

Methanesulfonic acid (2R,3S,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(4-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (114827-20-2) → N4,O5'-bis(4,4'-dimethoxytrityl)-1-<(2R)-2-azido-2,3-dideoxy-β-D-glycero-pentofuranosyl>cytosine (114827-21-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 115 ℃;

DOI:10.1246/cl.1987.2419

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → N4,O5'-bis(4,4'-dimethoxytrityl)-1-<(2R)-2-azido-2,3-dideoxy-β-D-glycero-pentofuranosyl>cytosine (114827-21-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / pyridine / 3 h / Ambient temperature

2: 56 percent / Mg(OMe)2, NaBH₄ / benzene; methanol / 1.5 h / 65 °C

3: 71 percent / pyridine / Ambient temperature

4: 79 percent / pyridine / Ambient temperature

5: 93 percent / NaN₃ / dimethylformamide / 115 °C

With pyridine; sodium tetrahydroborate; sodium azide; magnesium methanolate; In methanol; N,N-dimethyl-formamide; benzene;

DOI:10.1246/cl.1987.2419

Reference yield:

1-{(2R,3S,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-4-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1H-pyrimidin-2-one (119722-75-7) → N4,O5'-bis(4,4'-dimethoxytrityl)-1-<(2R)-2-azido-2,3-dideoxy-β-D-glycero-pentofuranosyl>cytosine (114827-21-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / pyridine / Ambient temperature

2: 93 percent / NaN₃ / dimethylformamide / 115 °C

With pyridine; sodium azide; In N,N-dimethyl-formamide;

DOI:10.1246/cl.1987.2419

upstream raw materials:

Methanesulfonic acid (2R,3S,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(4-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

4,4'-dimethoxytrityl chloride

N⁴,O^2',O^5'-tripivaloyl-3'-O-mesylcytidine

1-{(2R,3S,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-4-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1H-pyrimidin-2-one

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