n-pentenyl 2,3-di-O-benzyl-5-O-[2,5-di-O-benzoyl-3-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranosyl]-α-D-arabinofuranoside

Base Information

Chemical Name:n-pentenyl 2,3-di-O-benzyl-5-O-[2,5-di-O-benzoyl-3-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranosyl]-α-D-arabinofuranoside
CAS No.:1187620-68-3
Molecular Formula:C₆₉H₆₆O₁₈
Molecular Weight:1183.27
Hs Code.:

Synonyms:n-pentenyl 2,3-di-O-benzyl-5-O-[2,5-di-O-benzoyl-3-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranosyl]-α-D-arabinofuranoside

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Chemical Property of n-pentenyl 2,3-di-O-benzyl-5-O-[2,5-di-O-benzoyl-3-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranosyl]-α-D-arabinofuranoside

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Technology Process of n-pentenyl 2,3-di-O-benzyl-5-O-[2,5-di-O-benzoyl-3-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranosyl]-α-D-arabinofuranoside

There total 3 articles about n-pentenyl 2,3-di-O-benzyl-5-O-[2,5-di-O-benzoyl-3-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-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: 75.0%

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

: 1187620-67-2
2,5-di-O-benzoyl-3-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranosyl fluoride

: 1187620-68-3
n-pentenyl 2,3-di-O-benzyl-5-O-[2,5-di-O-benzoyl-3-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranosyl]-α-D-arabinofuranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -20 - -10 ℃;
DOI:10.1021/ol901630d

Reference yield:

: 1187620-56-9
C₂₀H₂₀O₇

: 1187620-68-3
n-pentenyl 2,3-di-O-benzyl-5-O-[2,5-di-O-benzoyl-3-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranosyl]-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine hydrogenfluoride / dichloromethane / -40 °C / Inert atmosphere

2: ytterbium(III) triflate; N-iodo-succinimide / dichloromethane / 1 h / 0 °C / Inert atmosphere

3: boron trifluoride diethyl etherate / dichloromethane / 4 h / -20 - -10 °C / Inert atmosphere

With N-iodo-succinimide; boron trifluoride diethyl etherate; pyridine hydrogenfluoride; ytterbium(III) triflate; In dichloromethane;
DOI:10.1139/cjc-2012-0285

Reference yield:

: 1187620-55-8
2,5-di-O-benzoyl-α-D-arabinofuranosyl fluoride

: 1187620-68-3
n-pentenyl 2,3-di-O-benzyl-5-O-[2,5-di-O-benzoyl-3-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-α-D-arabinofuranosyl]-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: ytterbium(III) triflate; N-iodo-succinimide / dichloromethane / 1 h / 0 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 4 h / -20 - -10 °C / Inert atmosphere

With N-iodo-succinimide; boron trifluoride diethyl etherate; ytterbium(III) triflate; In dichloromethane;
DOI:10.1139/cjc-2012-0285