2'-O-[[[4-[N-(dichloroacetyl)-N-methylamino]benzyl]oxy]methyl]uridine

Base Information

• Chemical Name: 2'-O-[[[4-[N-(dichloroacetyl)-N-methylamino]benzyl]oxy]methyl]uridine
• CAS No.: 1020100-87-1
• Molecular Formula: C₂₀H₂₃Cl₂N₃O₈
• Molecular Weight: 504.324
• Mol file: 1020100-87-1.mol

Synonyms:2'-O-[[[4-[N-(dichloroacetyl)-N-methylamino]benzyl]oxy]methyl]uridine

Chemical Property of 2'-O-[[[4-[N-(dichloroacetyl)-N-methylamino]benzyl]oxy]methyl]uridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-O-[[[4-[N-(dichloroacetyl)-N-methylamino]benzyl]oxy]methyl]uridine

There total 8 articles about 2'-O-[[[4-[N-(dichloroacetyl)-N-methylamino]benzyl]oxy]methyl]uridine 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:

3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-[[[4-[N-(dichloroacetyl)-N-methylamino]benzyl]oxy]methyl]uridine (1020100-86-0) → 2'-O-[[[4-[N-(dichloroacetyl)-N-methylamino]benzyl]oxy]methyl]uridine (1020100-87-1)

Guidance literature:

With ammonium fluoride; In methanol; at 25 ℃; for 16h;

DOI:10.1021/ol0629824

Reference yield:

C11H19NOSi → 2'-O-[[[4-[N-(dichloroacetyl)-N-methylamino]benzyl]oxy]methyl]uridine (1020100-87-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: CH₂Cl₂ / 2 h / 25 °C

1.2: H₂O / CH₂Cl₂; methanol / 1 h / 25 °C

2.1: N-iodosuccinimide; trifluoromethanesulfonic acid / 1,2-dichloro-ethane; diethyl ether / 0 °C

3.1: ammonium fluoride / methanol / 16 h / 25 °C

With N-iodo-succinimide; ammonium fluoride; trifluorormethanesulfonic acid; In methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/ol0629824

Reference yield:

4-[N-(dichloroacetyl)-N-methylamino]benzyl alcohol (929896-96-8) → 2'-O-[[[4-[N-(dichloroacetyl)-N-methylamino]benzyl]oxy]methyl]uridine (1020100-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N-iodosuccinimide; trifluoromethanesulfonic acid / 1,2-dichloro-ethane; diethyl ether / 0 °C

2: ammonium fluoride / methanol / 16 h / 25 °C

With N-iodo-succinimide; ammonium fluoride; trifluorormethanesulfonic acid; In methanol; diethyl ether; 1,2-dichloro-ethane;

DOI:10.1021/ol0629824

upstream raw materials:

3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-[[[4-[N-(dichloroacetyl)-N-methylamino]benzyl]oxy]methyl]uridine

4-[N-(dichloroacetyl)-N-methylamino]benzyl alcohol

N-methyl-p-aminobenzoic acid

uridine

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-2'-O-[[[4-[N-(dichloroacetyl)-N-methylamino]benzyl]oxy]methyl]uridine

5'-O-(4,4'-dimethoxytrityl)-3'-O-[(N,N-diisopropylamino)(2-cyanoethyloxy)phosphinyl]-2'-O-[4-(N-dichloroacetyl-N-methylamino)benzyloxy]methyluridine