7-[3,5-Bis-O-[(2,4-dichlorophenyl)methyl]-2-C-methyl-beta-D-ribofuranosyl]-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

Base Information

• Chemical Name: 7-[3,5-Bis-O-[(2,4-dichlorophenyl)methyl]-2-C-methyl-beta-D-ribofuranosyl]-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine
• CAS No.: 847551-25-1
• Molecular Formula: C26H21 Cl5 I N3 O4
• Molecular Weight: 743.64
• Mol file: 847551-25-1.mol

Synonyms:7-[3,5-Bis-O-[(2,4-dichlorophenyl)methyl]-2-C-methyl-beta-D-ribofuranosyl]-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property of 7-[3,5-Bis-O-[(2,4-dichlorophenyl)methyl]-2-C-methyl-beta-D-ribofuranosyl]-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property:

• Boiling Point: 783.3±60.0 °C(Predicted)
• PKA: 12.11±0.70(Predicted)
• PSA: 78.63000
• Density: 1.79±0.1 g/cm3(Predicted)
• LogP: 7.75350

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-[3,5-Bis-O-[(2,4-dichlorophenyl)methyl]-2-C-methyl-beta-D-ribofuranosyl]-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

There total 3 articles about 7-[3,5-Bis-O-[(2,4-dichlorophenyl)methyl]-2-C-methyl-beta-D-ribofuranosyl]-4-chloro-5-iodo-7H-pyrrolo[2,3-d]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: 34.0%

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (123148-78-7) + (3R,4R,5R)-2-Bromo-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-methyl-tetrahydro-furan-3-ol (847551-03-5) → 4-chloro-5-iodo-7-[3,5-bis-O-(2,4-dichlorophenylmethyl)-2-C-methyl-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine (847551-25-1)

Guidance literature:

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine; With sodium hydride; In acetonitrile; mineral oil; at 20 ℃; for 4h;

(3R,4R,5R)-2-Bromo-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-methyl-tetrahydro-furan-3-ol; In acetonitrile; mineral oil; at 20 ℃; for 24h;

Reference yield:

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine sodium salt → 4-chloro-5-iodo-7-[3,5-bis-O-(2,4-dichlorophenylmethyl)-2-C-methyl-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine (847551-25-1)

Guidance literature:

3,5-bis-O-(2,4-dichlorophenylmethyl)-2-C-methyl-1-O-methyl-β-D-ribofuranose; With hydrogen bromide; In dichloromethane; at 4 ℃; for 0.5h;

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine sodium salt; In dichloromethane; at 20 ℃;

Reference yield:

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine sodium salt + (3R,4R,5R)-2-Bromo-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-methyl-tetrahydro-furan-3-ol (847551-03-5) → 4-chloro-5-iodo-7-[3,5-bis-O-(2,4-dichlorophenylmethyl)-2-C-methyl-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine (847551-25-1)

Guidance literature:

In acetonitrile; at 20 ℃;

upstream raw materials:

(3R,4R,5R)-2-Bromo-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-methyl-tetrahydro-furan-3-ol

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

Downstream raw materials:

4-amino-5-iodo-7-[3,5-bis-O-(2,4-dichlorophenylmethyl)-2-C-methyl-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

4-chloro-5-iodo-7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

Refernces

• 1、 -. "Tricyclic-nucleoside prodrugs for treating viral infections". Page/Page column 52. . Retrieved 2008/06/13.