3,5-di-O-benzyl-β-D-arabinofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate

Base Information

Chemical Name:3,5-di-O-benzyl-β-D-arabinofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate
CAS No.:1431370-35-2
Molecular Formula:C₂₉H₂₈O₆
Molecular Weight:472.538
Hs Code.:

Synonyms:3,5-di-O-benzyl-β-D-arabinofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate

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Chemical Property of 3,5-di-O-benzyl-β-D-arabinofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate

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Technology Process of 3,5-di-O-benzyl-β-D-arabinofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate

There total 8 articles about 3,5-di-O-benzyl-β-D-arabinofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate 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:

: 1449126-02-6
C₁₅H₁₆O₆

: 100-39-0
benzyl bromide

: 1431370-35-2
3,5-di-O-benzyl-β-D-arabinofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol400931p

Reference yield:

: 79083-42-4
methyl D-arabinofuranoside

: 1431370-35-2
3,5-di-O-benzyl-β-D-arabinofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 2,6-dimethylpyridine; tetra-(n-butyl)ammonium iodide / dichloromethane / 4 h / 20 °C / Inert atmosphere

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

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

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

Reference yield:

: 1431370-34-1
3,5-di-O-benzoyl-β-D-arabinofuranoside-prop-2-ynyl-1,2-orthobenzoate

: 1431370-35-2
3,5-di-O-benzyl-β-D-arabinofuranoside (prop-2-yn-1-yl)-1,2-orthobenzoate

Guidance literature:: Multi-step reaction with 2 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

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