2,4-dimethoxy-(2'S)-5-<2',3'-dihydro-5'-<(triphenylmethoxy)methyl>-2'-furanyl>pyrimidine

Base Information

• Chemical Name: 2,4-dimethoxy-(2'S)-5-<2',3'-dihydro-5'-<(triphenylmethoxy)methyl>-2'-furanyl>pyrimidine
• CAS No.: 148441-00-3
• Molecular Formula: C₃₀H₂₈N₂O₄
• Molecular Weight: 480.563
• Mol file: 148441-00-3.mol

Synonyms:2,4-dimethoxy-(2'S)-5-<2',3'-dihydro-5'-<(triphenylmethoxy)methyl>-2'-furanyl>pyrimidine

Chemical Property of 2,4-dimethoxy-(2'S)-5-<2',3'-dihydro-5'-<(triphenylmethoxy)methyl>-2'-furanyl>pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4-dimethoxy-(2'S)-5-<2',3'-dihydro-5'-<(triphenylmethoxy)methyl>-2'-furanyl>pyrimidine

There total 3 articles about 2,4-dimethoxy-(2'S)-5-<2',3'-dihydro-5'-<(triphenylmethoxy)methyl>-2'-furanyl>pyrimidine 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: 30.0%

(S)-2,3-dihydro-2-<(trityloxy)methyl>furan (148440-96-4) + 2,4-dimethoxy-5-iodopyrimidine (52522-99-3) → 2,4-dimethoxy-(2'S)-5-<2',3'-dihydro-5'-<(triphenylmethoxy)methyl>-2'-furanyl>pyrimidine (148441-00-3) + 2,4-dimethoxy-(2'S)-trans-5-<2',5'-dihydro-5'-<(triphenylmethoxy)methyl>-2'-furanyl>pyrimidine (148440-99-7)

Guidance literature:

With triphenyl-arsane; triethylamine; palladium diacetate; In acetonitrile; at 75 ℃; for 10h;

DOI:10.1021/jo00061a034

Reference yield:

(5S)-5-[(trityloxy)methyl]tetrahydro-2-furanone (73968-62-4) → 2,4-dimethoxy-(2'S)-5-<2',3'-dihydro-5'-<(triphenylmethoxy)methyl>-2'-furanyl>pyrimidine (148441-00-3)

Guidance literature:

Multi-step reaction with 3 steps

1: diisobutylaluminum hydride / CH₂Cl₂; tetrahydrofuran / -78 °C

2: triethylamine, methanesulfonyl chloride / CH₂Cl₂ / 1) -22 deg C, 2) to 40 deg C, 3) reflux

3: 30 percent / sodium acetate, triethylamine, tetra-n-butylammonium chloride*H₂O / palladium acetate / dimethylformamide / 20 h / Ambient temperature

With tetrabutyl-ammonium chloride; sodium acetate; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; palladium diacetate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00061a034

Reference yield:

(5S)-tetrahydro-5-[(triphenylmethoxy)methyl]-2-furanol (84937-26-8) → 2,4-dimethoxy-(2'S)-5-<2',3'-dihydro-5'-<(triphenylmethoxy)methyl>-2'-furanyl>pyrimidine (148441-00-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine, methanesulfonyl chloride / CH₂Cl₂ / 1) -22 deg C, 2) to 40 deg C, 3) reflux

2: 30 percent / sodium acetate, triethylamine, tetra-n-butylammonium chloride*H₂O / palladium acetate / dimethylformamide / 20 h / Ambient temperature

With tetrabutyl-ammonium chloride; sodium acetate; methanesulfonyl chloride; triethylamine; palladium diacetate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00061a034

upstream raw materials:

(S)-2,3-dihydro-2-<(trityloxy)methyl>furan

2,4-dimethoxy-5-iodopyrimidine

(5S)-5-[(trityloxy)methyl]tetrahydro-2-furanone

(5S)-tetrahydro-5-[(triphenylmethoxy)methyl]-2-furanol

Refernces