methyl 2,3,4-tri-O-benzyl-6-O-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-6-O-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)-α-D-glucopyranoside
CAS No.:1431370-48-7
Molecular Formula:C₅₄H₅₆O₁₁
Molecular Weight:881.032
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-benzyl-6-O-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)-α-D-glucopyranoside

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Chemical Property of methyl 2,3,4-tri-O-benzyl-6-O-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)-α-D-glucopyranoside

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Technology Process of methyl 2,3,4-tri-O-benzyl-6-O-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)-α-D-glucopyranoside

There total 6 articles about methyl 2,3,4-tri-O-benzyl-6-O-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)-α-D-glucopyranoside 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:

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 1431370-36-3
3,5-di-O-benzyl-α-D-ribofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate

: 1431370-48-7
methyl 2,3,4-tri-O-benzyl-6-O-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)-α-D-glucopyranoside

Guidance literature:: With gold(III) chloride; In dichloromethane; at 25 ℃; for 2h; Molecular sieve; Inert atmosphere;
DOI:10.1021/ol400931p

Reference yield:

: 66981-58-6
3,5-di-O-benzoyl-α-D-ribofuranoside-prop-2-ynyl-1,2-orthobenzoate

: 1431370-48-7
methyl 2,3,4-tri-O-benzyl-6-O-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: sodium methylate / dichloromethane; methanol / 2 h / 20 °C / Inert atmosphere

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere

3: gold(III) chloride / dichloromethane / 2 h / 25 °C / Molecular sieve; Inert atmosphere

With gold(III) chloride; sodium methylate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol400931p

Reference yield:

: 532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7
D-Ribose

: 1431370-48-7
methyl 2,3,4-tri-O-benzyl-6-O-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: acetyl chloride / 0 - 20 °C / Inert atmosphere

2: pyridine / 0 - 20 °C / Inert atmosphere

3: Acetyl bromide; methanol / dichloromethane / 2 h / 0 °C / Inert atmosphere

4: 2,6-dimethylpyridine; tetra-(n-butyl)ammonium iodide / dichloromethane / 4 h / 20 °C / Inert atmosphere

5: sodium methylate / dichloromethane; methanol / 2 h / 20 °C / Inert atmosphere

6: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere

7: gold(III) chloride / dichloromethane / 2 h / 25 °C / Molecular sieve; Inert atmosphere

With pyridine; 2,6-dimethylpyridine; methanol; gold(III) chloride; Acetyl bromide; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetyl chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol400931p