methyl 2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-β-D-ribofuranose

Base Information

• Chemical Name: methyl 2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-β-D-ribofuranose
• CAS No.: 114475-02-4
• Molecular Formula: C₃₆H₃₈O₈S
• Molecular Weight: 630.759
• Mol file: 114475-02-4.mol

Synonyms:methyl 2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-β-D-ribofuranose

Chemical Property of methyl 2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-β-D-ribofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-β-D-ribofuranose

There total 3 articles about methyl 2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-β-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: 92.0%

2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-α,β-D-ribofuranose (114475-00-2,114475-01-3) + methyl iodide (74-88-4) → methyl 2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-β-D-ribofuranose (114475-02-4)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1016/0008-6215(87)80059-9

Reference yield:

2,3-O-isopropylidene-5-O-trityl-D-ribofuranose (54503-64-9,54503-65-0) → methyl 2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-β-D-ribofuranose (114475-02-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / K₂CO₃ / methanol; H₂O / 20 h / Heating

2: 72 percent / pyridine; 1,2-dichloro-ethane / 1.) 0 deg C, 1 h; 2.) 20 deg C, 16 h

3: 92 percent / silver oxide / dimethylformamide / 16 h / 20 °C

With potassium carbonate; silver(l) oxide; In pyridine; methanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(87)80059-9

Reference yield:

2-C-hydroxymethyl-2,3-O-isopropylidene-5-O-trityl-α,β-D-ribofuranose (114474-98-5,114474-99-6) → methyl 2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-β-D-ribofuranose (114475-02-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / pyridine; 1,2-dichloro-ethane / 1.) 0 deg C, 1 h; 2.) 20 deg C, 16 h

2: 92 percent / silver oxide / dimethylformamide / 16 h / 20 °C

With silver(l) oxide; In pyridine; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(87)80059-9

upstream raw materials:

2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-α,β-D-ribofuranose

methyl iodide

2,3-O-isopropylidene-5-O-trityl-D-ribofuranose

2-C-hydroxymethyl-2,3-O-isopropylidene-5-O-trityl-α,β-D-ribofuranose

Downstream raw materials:

methyl 2,3-O-isopropylidene-2-C-methyl-5-O-trityl-β-D-ribofuranoside

methyl 2-C-hydroxymethyl-2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranoside

methyl 2,3-di-O-acetyl-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranoside

methyl 2,3-O-isopropylidene-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranoside