(2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester
• CAS No.: 193967-36-1
• Molecular Formula: C₆₁H₅₇N₁₀O₁₄P
• Molecular Weight: 1185.16
• Mol file: 193967-36-1.mol

Synonyms:

Chemical Property of (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

There total 6 articles about (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-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:

C67H71N10O14PSi (193967-35-0) → (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (193967-36-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h;

DOI:10.1016/S0040-4039(97)01153-2

Reference yield:

2-nitrobenzaldehyde-(O-methyl oxime) (135436-97-4) → (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (193967-36-1)

Guidance literature:

Multi-step reaction with 3 steps

1: (BH₃)2 / tetrahydrofuran / 0 °C

2: I₂ / tetrahydrofuran / 0.08 h

3: Bu₄NF / tetrahydrofuran / 1 h

With diborane; tetrabutyl ammonium fluoride; iodine; In tetrahydrofuran;

DOI:10.1016/S0040-4039(97)01153-2

Reference yield:

5'-O-dimethoxytrityl-6-N-benzoyldeoxyadenosine 3'-(N,N-diisopropyl-O-methyl)phosphoramidite (84416-82-0) → (2-Nitro-benzyl)-phosphoramidic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (193967-36-1)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrazole / acetonitrile / 0.5 h

2: I₂ / tetrahydrofuran / 0.08 h

3: Bu₄NF / tetrahydrofuran / 1 h

With 1H-tetrazole; tetrabutyl ammonium fluoride; iodine; In tetrahydrofuran; acetonitrile;

DOI:10.1016/S0040-4039(97)01153-2

upstream raw materials:

C₆₇H₇₁N₁₀O₁₄PSi

2-nitrobenzaldehyde-(O-methyl oxime)

5'-O-dimethoxytrityl-6-N-benzoyldeoxyadenosine 3'-(N,N-diisopropyl-O-methyl)phosphoramidite

2-nitro-benzaldehyde

Downstream raw materials:

(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-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

(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