pent-4-enyl 2,3-di-O-benzyl-5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

Base Information

Chemical Name:pent-4-enyl 2,3-di-O-benzyl-5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside
CAS No.:1431370-60-3
Molecular Formula:C₅₀H₅₀O₁₂
Molecular Weight:842.94
Hs Code.:

Synonyms:pent-4-enyl 2,3-di-O-benzyl-5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

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Chemical Property of pent-4-enyl 2,3-di-O-benzyl-5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

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Technology Process of pent-4-enyl 2,3-di-O-benzyl-5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

There total 8 articles about pent-4-enyl 2,3-di-O-benzyl-5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside 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: 85.1%

: 1187620-69-4
pent-4-enyl 2,3-di-O-benzyl-α-D-arabinofuranoside

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

: 1431370-60-3
pent-4-enyl 2,3-di-O-benzyl-5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

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

Reference yield:

: 1431370-75-0
C₂₆H₃₆O₅Si

: 1431370-60-3
pent-4-enyl 2,3-di-O-benzyl-5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 - 25 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 25 °C / Inert atmosphere

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

With gold(III) chloride; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol400931p

Reference yield:

: 79083-42-4
methyl D-arabinofuranoside

: 1431370-60-3
pent-4-enyl 2,3-di-O-benzyl-5-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 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: gold(III) chloride / dichloromethane / 2 h / 25 °C / Molecular sieve; Inert atmosphere

With pyridine; 2,6-dimethylpyridine; methanol; gold(III) chloride; Acetyl bromide; tetra-(n-butyl)ammonium iodide; In dichloromethane;
DOI:10.1021/ol400931p