(2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:(2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester
CAS No.:193967-34-9
Molecular Formula:C₂₆H₃₁N₁₀O₁₀P
Molecular Weight:674.567
Hs Code.:

(2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

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Chemical Property of (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

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Technology Process of (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

There total 7 articles about (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 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:

: 135436-97-4
2-nitrobenzaldehyde-(O-methyl oxime)

: 193967-34-9
(2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: (BH₃)2 / tetrahydrofuran / 0 °C

2: I₂ / tetrahydrofuran / 0.08 h

3: Bu₄NF / tetrahydrofuran / 1 h

4: conc. NH₃ / methanol / 16 h

5: AcOH / H₂O / 0.5 h

With ammonium hydroxide; diborane; tetrabutyl ammonium fluoride; iodine; acetic acid; In tetrahydrofuran; methanol; water;
DOI:10.1016/S0040-4039(97)01153-2

Reference yield:

: 84416-82-0
5'-O-dimethoxytrityl-6-N-benzoyldeoxyadenosine 3'-(N,N-diisopropyl-O-methyl)phosphoramidite

: 193967-34-9
(2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: tetrazole / acetonitrile / 0.5 h

2: I₂ / tetrahydrofuran / 0.08 h

3: Bu₄NF / tetrahydrofuran / 1 h

4: conc. NH₃ / methanol / 16 h

5: AcOH / H₂O / 0.5 h

With 1H-tetrazole; ammonium hydroxide; tetrabutyl ammonium fluoride; iodine; acetic acid; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1016/S0040-4039(97)01153-2

Reference yield:

: 552-89-6
2-nitro-benzaldehyde

: 193967-34-9
(2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

2: (BH₃)2 / tetrahydrofuran / 0 °C

3: I₂ / tetrahydrofuran / 0.08 h

4: Bu₄NF / tetrahydrofuran / 1 h

5: conc. NH₃ / methanol / 16 h

6: AcOH / H₂O / 0.5 h

With ammonium hydroxide; diborane; tetrabutyl ammonium fluoride; iodine; acetic acid; In tetrahydrofuran; methanol; water;
DOI:10.1016/S0040-4039(97)01153-2