1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-α-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine

Base Information

Chemical Name:1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-α-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine
CAS No.:188031-47-2
Molecular Formula:C₁₉H₂₂N₄O₈
Molecular Weight:434.406
Hs Code.:

Synonyms:1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-α-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine

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Chemical Property of 1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-α-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine

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Technology Process of 1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-α-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine

There total 6 articles about 1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-α-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)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: 67.0%

: 188031-45-0
1-<3'-C-(tert-butyldimethylsilyloxymethyl)-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxy-α-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine

: 188031-47-2
1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-α-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1039/a900800d

Reference yield:

: 188031-43-8
1-<3'-C-(tert-butyldimethylsilyloxymethyl)-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxy-α,β-D-erythro-pentofuranosyl>cytosine

: 188031-47-2
1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-α-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine

Guidance literature:: Multi-step reaction with 2 steps

1: 43 percent / pyridine, DMAP / 18 h / Ambient temperature

2: 67 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

With pyridine; dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1039/a900800d

Reference yield:

: (4R,5S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-ol

: 188031-47-2
1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-α-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine

Guidance literature:: Multi-step reaction with 4 steps

4: p-TsOH / methanol

With toluene-4-sulfonic acid; In methanol;
DOI:10.1039/a607699h