methyl 2,3-O-isopropylidene-5-O-benzoyl-5(R)-C-methyl-D-ribofuranoside

Base Information

• Chemical Name: methyl 2,3-O-isopropylidene-5-O-benzoyl-5(R)-C-methyl-D-ribofuranoside
• CAS No.: 29325-26-6
• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.358
• Mol file: 29325-26-6.mol

Synonyms:methyl 2,3-O-isopropylidene-5-O-benzoyl-5(R)-C-methyl-D-ribofuranoside

Chemical Property of methyl 2,3-O-isopropylidene-5-O-benzoyl-5(R)-C-methyl-D-ribofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-O-isopropylidene-5-O-benzoyl-5(R)-C-methyl-D-ribofuranoside

There total 6 articles about methyl 2,3-O-isopropylidene-5-O-benzoyl-5(R)-C-methyl-D-ribofuranoside 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: 84.0%

benzoyl chloride (98-88-4) + methyl 2,3-O-isopropylidene-6-deoxy-β-D-allofuranoside (53270-44-3) → methyl 2,3-O-isopropylidene-5-O-benzoyl-5(R)-C-methyl-D-ribofuranoside (29325-26-6)

Guidance literature:

With pyridine; at 0 ℃; for 24h;

Reference yield:

methyl 6-deoxy-2,3-O-isopropylidene-alpha-L-talo-furanoside (28538-26-3) → methyl 2,3-O-isopropylidene-5-O-benzoyl-5(R)-C-methyl-D-ribofuranoside (29325-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: dimethylformamide

With pyridine; N,N-dimethyl-formamide;

DOI:10.1021/ja01554a046

Reference yield:

methyl 5-O-benzoyl-2,3-O-isopropylidene-6-deoxy-α-L-talofuranoside (28538-27-4) → methyl 2,3-O-isopropylidene-5-O-benzoyl-5(R)-C-methyl-D-ribofuranoside (29325-26-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate; methanol

2: pyridine

3: dimethylformamide

With pyridine; methanol; sodium methylate; N,N-dimethyl-formamide;

DOI:10.1021/ja01554a046

upstream raw materials:

benzoyl chloride

methyl 2,3-O-isopropylidene-6-deoxy-β-D-allofuranoside

sodium benzoate

methyl-[O²,O³-isopropylidene-O⁵-(toluene-4-sulfonyl)-6-deoxy-α-L-talofuranoside]

Downstream raw materials:

Benzoic acid (R)-1-((2S,3S,4R,5R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-ethyl ester

1,2,3-tri-O-acetyl-5-O-benzoyl-5-(R)-C-methyl-β-D-ribofuranose

4-chloro-5-cyano-7-(2',3'-di-O-acetyl-5'-O-benzoyl-5'(R)-C-methyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine