1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine phenyl 5',6'-cyclic phosphate

Base Information

Chemical Name:1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine phenyl 5',6'-cyclic phosphate
CAS No.:188031-49-4
Molecular Formula:C₂₅H₂₅N₄O₁₀P
Molecular Weight:572.468
Hs Code.:

1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine phenyl 5',6'-cyclic phosphate

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Chemical Property of 1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine phenyl 5',6'-cyclic phosphate

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Technology Process of 1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine phenyl 5',6'-cyclic phosphate

There total 7 articles about 1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine phenyl 5',6'-cyclic phosphate 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: 31.0%

: 142329-29-1
Phosphoric acid dibenzotriazol-1-yl ester phenyl ester

: 188031-35-8
1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine

: 188031-49-4
1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine phenyl 5',6'-cyclic phosphate

Guidance literature:: With pyridine;
DOI:10.1039/a607699h

Reference yield:

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

: 188031-49-4
1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine phenyl 5',6'-cyclic phosphate

Guidance literature:: Multi-step reaction with 3 steps

1: 40 percent / pyridine, DMAP / 18 h / Ambient temperature

2: 59 percent / p-TsOH*H₂O / methanol / 2 h / Ambient temperature

3: pyridine, Et₃N / tetrahydrofuran / 24 h / Ambient temperature

With pyridine; dmap; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1039/a900800d

Reference yield:

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

: 188031-49-4
1-<2',3'-dideoxy-3'-C-(hydroxymethyl)-β-D-erythro-pentofuranosyl>-4-N-(p-nitrophenylethoxycarbonyl)cytosine phenyl 5',6'-cyclic phosphate

Guidance literature:: Multi-step reaction with 5 steps

4: p-TsOH / methanol

5: 31 percent / pyridine

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