5'-O-(4,4'-dimethoxytriphenylmethyl)-3'-O-[(diisopropylamino)(2-cyanoethyl)phosphino]-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytriphenylmethyl)-3'-O-[(diisopropylamino)(2-cyanoethyl)phosphino]-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine
• CAS No.: 165134-24-7
• Molecular Formula: C₄₆H₅₀N₇O₇P
• Molecular Weight: 843.919
• Mol file: 165134-24-7.mol

Synonyms:5'-O-(4,4'-dimethoxytriphenylmethyl)-3'-O-[(diisopropylamino)(2-cyanoethyl)phosphino]-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine

Chemical Property of 5'-O-(4,4'-dimethoxytriphenylmethyl)-3'-O-[(diisopropylamino)(2-cyanoethyl)phosphino]-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytriphenylmethyl)-3'-O-[(diisopropylamino)(2-cyanoethyl)phosphino]-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine

There total 4 articles about 5'-O-(4,4'-dimethoxytriphenylmethyl)-3'-O-[(diisopropylamino)(2-cyanoethyl)phosphino]-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine 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: 85.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + 5'-O-(4,4'-dimethoxytriphenylmethyl)-9-hydroxy-1,N6-benzetheno-2'-deoxyadenosine (165134-23-6) → 5'-O-(4,4'-dimethoxytriphenylmethyl)-3'-O-[(diisopropylamino)(2-cyanoethyl)phosphino]-9-hydroxy-1,N6-benzetheno-2'-deoxyadenosine (165134-24-7)

Guidance literature:

With triethylamine; In dichloromethane; at -40 - 0 ℃;

DOI:10.1021/tx00048a007

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-(4,4'-dimethoxytriphenylmethyl)-3'-O-[(diisopropylamino)(2-cyanoethyl)phosphino]-9-hydroxy-1,N6-benzetheno-2'-deoxyadenosine (165134-24-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / 4-(dimethylamino)pyridine / pyridine / 20 °C

2: 85 percent / Et₃N / CH₂Cl₂ / -40 - 0 °C

With dmap; triethylamine; In pyridine; dichloromethane; 1: Condensation / 2: Condensation;

DOI:10.1021/tx00048a007

Reference yield:

p-benzoquinone (106-51-4) → 5'-O-(4,4'-dimethoxytriphenylmethyl)-3'-O-[(diisopropylamino)(2-cyanoethyl)phosphino]-9-hydroxy-1,N6-benzetheno-2'-deoxyadenosine (165134-24-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 47 percent / acetate buffer / 8 h / 37 °C / pH 4.5

2: 71 percent / 4-(dimethylamino)pyridine / pyridine / 20 °C

3: 85 percent / Et₃N / CH₂Cl₂ / -40 - 0 °C

With dmap; triethylamine; In pyridine; dichloromethane; acetate buffer; 1: Addition / 2: Condensation / 3: Condensation;

DOI:10.1021/tx00048a007

upstream raw materials:

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

5'-O-(4,4'-dimethoxytriphenylmethyl)-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine

4,4'-dimethoxytrityl chloride

p-benzoquinone

Downstream raw materials:

acetic acid 3-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-tetrahydro-furan-2-yl}-3H-1,3,4,5a,10-pentaaza-cyclopenta[a]fluoren-8-yl ester