(S)-Octyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: (S)-Octyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
• CAS No.: 181787-30-4
• Molecular Formula: C₅₆H₆₄N₇O₁₂P
• Molecular Weight: 1058.14
• Mol file: 181787-30-4.mol

Synonyms:(S)-Octyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Chemical Property of (S)-Octyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-Octyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

There total 8 articles about (S)-Octyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-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: 38.0%

C61H70N7O14P → (S)-Octyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (181787-30-4) + (R)-Octyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (181645-22-7)

Guidance literature:

With pyridine; diazene; acetic acid; at 4 ℃; for 0.25h;

DOI:10.1016/0040-4020(96)00532-7

Reference yield:

N-benzoyl-3'-O-levulinoyl-2'-deoxy-β-D-adenosine (85231-45-4) → (S)-Octyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (181787-30-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrazole / CH₂Cl₂ / 3 h / Ambient temperature

2: I₂, H₂O / 0.17 h

3: 33 percent / N₂H₂, AcOH, pyridine / 0.25 h / 4 °C

With pyridine; 1H-tetrazole; diazene; water; iodine; acetic acid; In dichloromethane;

DOI:10.1016/0040-4020(96)00532-7

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-3'-O-levulinoyl-2'-deoxyadenosine (93134-36-2) → (S)-Octyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (181787-30-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / 80percent AcOH / 0.5 h / Ambient temperature

2: tetrazole / CH₂Cl₂ / 3 h / Ambient temperature

3: I₂, H₂O / 0.17 h

4: 33 percent / N₂H₂, AcOH, pyridine / 0.25 h / 4 °C

With pyridine; 1H-tetrazole; diazene; water; iodine; acetic acid; In dichloromethane;

DOI:10.1016/0040-4020(96)00532-7

upstream raw materials:

N-benzoyl-3'-O-levulinoyl-2'-deoxy-β-D-adenosine

5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-3'-O-levulinoyl-2'-deoxyadenosine

P/S_P>-5'-O-(4,4'-dimethoxytrityl)thymidine-3'-O-(N,N-diisopropylamino,n-octyl)-phosphine

5'-O-(4-4'-dimethoxytrityl)thymidine