3,5-Di-O-p-toluoyl-2-desoxy-L-ribofuranosylchlorid

Base Information

• Chemical Name: 3,5-Di-O-p-toluoyl-2-desoxy-L-ribofuranosylchlorid
• CAS No.: 3056-12-0
• Molecular Formula: C₂₁H₂₁ClO₅
• Molecular Weight: 388.848
• Mol file: 3056-12-0.mol

Synonyms:

Chemical Property of 3,5-Di-O-p-toluoyl-2-desoxy-L-ribofuranosylchlorid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,5-Di-O-p-toluoyl-2-desoxy-L-ribofuranosylchlorid

There total 12 articles about 3,5-Di-O-p-toluoyl-2-desoxy-L-ribofuranosylchlorid 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: 69.0%

D-2-deoxyribose (452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3) + 4-methyl-benzoyl chloride (874-60-2) → Hoffer's chlorosugar (3601-89-6,4330-21-6,52304-86-6,3056-12-0,141846-57-3)

Guidance literature:

D-2-deoxyribose; With acetyl chloride; In methanol; at 20 ℃; for 1h;

4-methyl-benzoyl chloride; With pyridine; dmap; at 20 ℃; Cooling with ice;

Reference yield: 63.0%

D-2-deoxyribose (452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3) + 4-methyl-benzoyl chloride (874-60-2) → 2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl chloride (3056-12-0,3601-89-6,4330-21-6,52304-86-6,141846-57-3)

Guidance literature:

D-2-deoxyribose; With acetyl chloride; In methanol; for 0.75h; Inert atmosphere;

4-methyl-benzoyl chloride; With pyridine; dmap; In methanol; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose (4330-34-1) → Hoffer's chlorosugar (3601-89-6,4330-21-6,52304-86-6,3056-12-0,141846-57-3)

Guidance literature:

With hydrogenchloride; In acetic acid;

DOI:10.1021/jo961548k

upstream raw materials:

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose

D-2-deoxyribose

1-O-methyl-2-deoxy-D-ribofuranoside

4-methyl-benzoyl chloride

Downstream raw materials:

1-[O³,O⁵-bis-(4-methyl-benzoyl)-β-D-erythro-2-deoxy-pentofuranosyl]-6,7-dimethyl-1H-pteridine-2,4-dione

C₂₉H₂₆N₂O₇

C₂₉H₂₆N₂O₇

5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythropentofuranosyl]uracil

Refernces

• 1、 -. "Benzimidazole derivative BI292 as well as preparation method and application thereof". Paragraph 0019; 0021-0024. . Retrieved 2021/06/09.
• 2、 Shokova,Alimbarova,Kovalev. "Synthesis and antiherpetic activity of adamantyl-containing nucleoside analogs". . p. 372 - 376. Retrieved 2007/10/03.