2-C-METHYL-3,5-DI-O-(4-METHYLBENZOYL)-D-RIBOFURANOSE

Base Information

• Chemical Name: 2-C-METHYL-3,5-DI-O-(4-METHYLBENZOYL)-D-RIBOFURANOSE
• CAS No.: 943638-20-8
• Molecular Formula: C22H24O7
• Molecular Weight: 400.428
• Mol file: 943638-20-8.mol

Synonyms:2-C-METHYL-3,5-DI-O-(4-METHYLBENZOYL)-D-RIBOFURANOSE

Chemical Property of 2-C-METHYL-3,5-DI-O-(4-METHYLBENZOYL)-D-RIBOFURANOSE

Chemical Property:

• PSA: 102.29000
• LogP: 2.15400

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-C-METHYL-3,5-DI-O-(4-METHYLBENZOYL)-D-RIBOFURANOSE

There total 6 articles about 2-C-METHYL-3,5-DI-O-(4-METHYLBENZOYL)-D-RIBOFURANOSE 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: 75.0%

→ 2-C-methyl-3,5-di-O-(4-methylbenzoyl)-D-ribofuranose (943638-20-8)

Guidance literature:

Reference yield:

C30H32O8 → 2-C-methyl-3,5-di-O-(4-methylbenzoyl)-D-ribofuranose (943638-20-8)

Guidance literature:

C₃₀H₃₂O₈; With periodic acid; In water; at 0 - 5 ℃; for 0.5h;

With hydrogenchloride; Isopropyl acetate; diisopropylamine; In methanol; at 0 ℃;

With Isopropyl acetate; hydrogen; palladium on activated charcoal; at 50 ℃; for 24h; under 2327.17 Torr;

DOI:10.1021/jo0491096

Reference yield:

1,2:5,6-di-O-isopropylidene-3-C-methyl-α-D-allofuranose → 2-C-methyl-3,5-di-O-(4-methylbenzoyl)-D-ribofuranose (943638-20-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 10.81 kg / Triton X-405; KOH / toluene; H₂O / 20 h / Heating

2.1: 9.02 kg / aq. sulfuric acid / toluene; acetonitrile / 19 °C

3.1: pyridine / acetonitrile / 12 h / 50 - 55 °C

4.1: aq. HBF₄ / acetonitrile / 2 h / 50 - 55 °C

5.1: periodic acid / H₂O / 0.5 h / 0 - 5 °C

5.2: diisopropylamine; aq. isopropyl acetate; aq. HCl / methanol / 0 °C

5.3: 4.03 kg / isopropyl acetate; H₂ / Pd/C / 24 h / 50 °C / 2327.17 Torr

With pyridine; potassium hydroxide; tetrafluoroboric acid; sulfuric acid; Triton X-114; periodic acid; In water; toluene; acetonitrile;

DOI:10.1021/jo0491096

upstream raw materials:

3-O-benzyl-3-C-methyl-1,2-O-isopropylidene-α-D-allofuranose

Downstream raw materials:

C₂₅H₂₈O₇

C₃₅H₃₁N₅O₉

C₃₂H₂₈N₂O₉

C₃₉H₃₃N₃O₉

Refernces

• 1、 Bio, Matthew M.,Xu, Feng,Waters, Marjorie,Williams, J. Michael,Savary, Kimberly A.,Cowden, Cameron J.,Yang, Chunhua,Buck, Elizabeth,Song, Zhiguo J.,Tschaen, David M.,Volante,Reamer, Robert A.,Grabowski, Edward J. J.. "Practical synthesis of a potent hepatitis C virus RNA replication inhibitor". . p. 6257 - 6266. Retrieved 2007/10/03.
• 2、 -. "PROCESS FOR THE PREPARATION OF RIBOFURANOSE DERIVATIVES". Page 16. . Retrieved 2008/06/13.