N-benzoyl-5'-dimethoxytrityl-1-deoxy-2-isoadenosine-3'-[(2-chlorophenyl)(N-benzoyl-3'-O-acetyldeoxycytidine-5'-yl)]phosphate

Base Information

• Chemical Name: N-benzoyl-5'-dimethoxytrityl-1-deoxy-2-isoadenosine-3'-[(2-chlorophenyl)(N-benzoyl-3'-O-acetyldeoxycytidine-5'-yl)]phosphate
• CAS No.: 265137-14-2
• Molecular Formula: C₆₂H₅₆ClN₈O₁₄P
• Molecular Weight: 1203.6
• Mol file: 265137-14-2.mol

Synonyms:N-benzoyl-5'-dimethoxytrityl-1-deoxy-2-isoadenosine-3'-[(2-chlorophenyl)(N-benzoyl-3'-O-acetyldeoxycytidine-5'-yl)]phosphate

Chemical Property of N-benzoyl-5'-dimethoxytrityl-1-deoxy-2-isoadenosine-3'-[(2-chlorophenyl)(N-benzoyl-3'-O-acetyldeoxycytidine-5'-yl)]phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzoyl-5'-dimethoxytrityl-1-deoxy-2-isoadenosine-3'-[(2-chlorophenyl)(N-benzoyl-3'-O-acetyldeoxycytidine-5'-yl)]phosphate

There total 5 articles about N-benzoyl-5'-dimethoxytrityl-1-deoxy-2-isoadenosine-3'-[(2-chlorophenyl)(N-benzoyl-3'-O-acetyldeoxycytidine-5'-yl)]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: 66.0%

(2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate (17182-39-7) + N-benzoyl-5'-O-dimethoxytritylisodeoxyadenosine-3'-(2-chlorophenyl) sodium phosphate → N-benzoyl-5'-dimethoxytrityl-1-deoxy-2-isoadenosine-3'-[(2-chlorophenyl)(N-benzoyl-3'-O-acetyldeoxycytidine-5'-yl)]phosphate (265137-14-2)

Guidance literature:

With pyridine; 2,4,6-triisopropylbenzenesulfonyl tetrazolide; at 20 ℃; for 1h;

DOI:10.1021/ja992528d

Reference yield: 66.0%

(2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate (17182-39-7) + Phosphoric acid (2R,3S,4R)-4-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester (265137-13-1) → N-benzoyl-5'-dimethoxytrityl-1-deoxy-2-isoadenosine-3'-[(2-chlorophenyl)(N-benzoyl-3'-O-acetyldeoxycytidine-5'-yl)]phosphate (265137-14-2)

Guidance literature:

With pyridine; TPS-TAZ; at 25 ℃;

DOI:10.1016/S0960-894X(99)00677-0

Reference yield:

2-chlorophenyl phosphordi(1H-1-[1,2,4]triazolide) (72351-28-1) → N-benzoyl-5'-dimethoxytrityl-1-deoxy-2-isoadenosine-3'-[(2-chlorophenyl)(N-benzoyl-3'-O-acetyldeoxycytidine-5'-yl)]phosphate (265137-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / 0 °C

2: 66 percent / 2,4,6-triisopropylbenzenesulfonyltetrazolide; pyridine / 1 h / 20 °C

With pyridine; 2,4,6-triisopropylbenzenesulfonyl tetrazolide; In tetrahydrofuran; 1: Phosphorylation / 2: Phosphorylation;

DOI:10.1021/ja992528d

upstream raw materials:

(2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate

Phosphoric acid (2R,3S,4R)-4-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester

2-chlorophenyl phosphordi(1H-1-[1,2,4]triazolide)

2-chlorophenyl dichlorophosphate

Downstream raw materials:

N-benzoyl-1'-deoxy-2'-isoadenosine-3'-[(2-chlorophenyl)(N-benzoyl-3'-O-acetyl-deoxycytidine-5'-yl)]phosphate