5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-propylene-5-methyluridine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-propylene-5-methyluridine
• CAS No.: 634153-98-3
• Molecular Formula: C₃₄H₃₆N₂O₈
• Molecular Weight: 600.668
• Mol file: 634153-98-3.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-propylene-5-methyluridine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-propylene-5-methyluridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-propylene-5-methyluridine

There total 10 articles about 5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-propylene-5-methyluridine 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: 100.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 2'-O,4'-C-propylene-5-methyluridine (634153-97-2) → 5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-propylene-5-methyluridine (634153-98-3)

Guidance literature:

With pyridine; at 40 ℃;

DOI:10.1016/S0968-0896(03)00115-9

Reference yield:

{3-[(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)methyl]-(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)bicyclo[3.3.0]oct-3-yl}methan-1-ol (212970-72-4) → 5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-propylene-5-methyluridine (634153-98-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 99 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

2.1: 86 percent / sodium hydride / tetrahydrofuran / 0.5 h / 20 °C

3.1: 71 percent / H₂ / palladium on carbon / CH₂Cl₂ / 10 h / 181 Torr

4.1: 85 percent / lithium tri-s-butylborohydride / tetrahydrofuran / 30 h / 20 °C

5.1: 77 percent / pyridine / CH₂Cl₂ / 20 °C

6.1: 79 percent / H₂SO₄; acetic acid / 0.5 h / 20 °C

7.1: 88 percent / trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 3 h / 50 °C

8.1: NaOH; pyridine / 0.33 h / 20 °C

8.2: 82 percent / tetrabutylammonium fluoride / tetrahydrofuran / 6 h / 20 °C

9.1: 59 percent / H₂ / palladium hydroxide on carbon / methanol

10.1: 100 percent / pyridine / 40 °C

With pyridine; sodium hydroxide; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; hydrogen; L-Selectride; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; palladium dihydroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; 1.1: Swern oxidation / 2.1: Horner-Wadsworth-Emmons olefination;

DOI:10.1016/S0968-0896(03)00115-9

Reference yield:

3'-O-benzyl-2'-O,4'-C-propylene-5-methyluridine (634153-96-1) → 5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-propylene-5-methyluridine (634153-98-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / H₂ / palladium hydroxide on carbon / methanol

2: 100 percent / pyridine / 40 °C

With pyridine; hydrogen; palladium dihydroxide; In methanol;

DOI:10.1016/S0968-0896(03)00115-9

upstream raw materials:

4,4'-dimethoxytrityl chloride

2'-O,4'-C-propylene-5-methyluridine

{3-[(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)methyl]-(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)bicyclo[3.3.0]oct-3-yl}methan-1-ol

3'-O-benzyl-2'-O,4'-C-propylene-5-methyluridine

Refernces