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

Base Information

Chemical Name:pent-4-enyl 2,3-di-O-benzyl-5-O-(3,5-di-O-benzyl-β-D-arabinofuranosyl)-α-D-arabinofuranoside
CAS No.:1431370-59-0
Molecular Formula:C₄₃H₅₀O₉
Molecular Weight:710.865
Hs Code.:

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

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

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

There total 13 articles about pent-4-enyl 2,3-di-O-benzyl-5-O-(3,5-di-O-benzyl-β-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:

: 1431370-74-9
C₄₃H₄₈O₉

: 1431370-59-0
pent-4-enyl 2,3-di-O-benzyl-5-O-(3,5-di-O-benzyl-β-D-arabinofuranosyl)-α-D-arabinofuranoside

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.5h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol400931p

Reference yield:

: 1431370-50-1
pent-4-enyl 2,3-di-O-benzyl-5-O-(2-O-benzoyl-3,5-di-O-benzyl-β-D-ribofuranosyl)-α-D-arabinofuranoside

: 1431370-59-0
pent-4-enyl 2,3-di-O-benzyl-5-O-(3,5-di-O-benzyl-β-D-arabinofuranosyl)-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: sodium methylate / methanol / 2 h / 25 °C / Inert atmosphere

2: Dess-Martin periodane / dichloromethane / 2 h / 25 °C / Inert atmosphere

3: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Inert atmosphere

With sodium tetrahydroborate; sodium methylate; Dess-Martin periodane; In methanol; dichloromethane; 2: |Dess-Martin Oxidation;
DOI:10.1021/ol400931p

Reference yield:

: 1431370-75-0
C₂₆H₃₆O₅Si

: 1431370-59-0
pent-4-enyl 2,3-di-O-benzyl-5-O-(3,5-di-O-benzyl-β-D-arabinofuranosyl)-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 6 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

4.1: sodium methylate / methanol / 2 h / 25 °C / Inert atmosphere

5.1: Dess-Martin periodane / dichloromethane / 2 h / 25 °C / Inert atmosphere

6.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Inert atmosphere

With gold(III) chloride; sodium tetrahydroborate; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil; 5.1: |Dess-Martin Oxidation;
DOI:10.1021/ol400931p