allyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-L-arabinofuranoside

Base Information

Chemical Name:allyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-L-arabinofuranoside
CAS No.:251451-14-6
Molecular Formula:C₇₂H₇₀O₂₂
Molecular Weight:1287.33
Hs Code.:

allyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-L-arabinofuranoside

Synonyms:allyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-L-arabinofuranoside

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Chemical Property of allyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-L-arabinofuranoside

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Technology Process of allyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-L-arabinofuranoside

There total 10 articles about allyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-L-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: 79.0%

: 251451-12-4
(2R,3R,4R,5S)-2-((2S,3S,4R,5R)-5-Allyloxy-3,4-bis-benzyloxy-tetrahydro-furan-2-ylmethoxy)-5-hydroxymethyl-tetrahydro-furan-3,4-diol

: 251451-11-3
2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl trichloroacetimidate

: 251451-14-6
allyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-L-arabinofuranoside

Guidance literature:: With TMTSOTf; In dichloromethane; at -42 ℃;
DOI:10.1055/s-1999-3170

Reference yield:

: 134149-34-1,773896-71-2
allyl-α-L-arabinofuranoside

: 251451-14-6
allyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-L-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / Me₃SiOTf / CH₂Cl₂ / 2 h / -42 °C

2: 73 percent / Me₃SiOTf / CH₂Cl₂ / 4 h / -10 °C

3: 83 percent / NaOMe / methanol / 20 °C

4: 79 percent / Me₃SiOTf / CH₂Cl₂ / 2 h / -42 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; dichloromethane; 1: Etherification / 2: Etherification / 3: ether cleavage / 4: Etherification;
DOI:10.1016/S0008-6215(00)00159-2

Reference yield:

: 251451-05-5
2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl 2,2,2-trichloroacetimidate

: 251451-14-6
allyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-L-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / Me₃SiOTf / CH₂Cl₂ / 2 h / -42 °C

2: 73 percent / Me₃SiOTf / CH₂Cl₂ / 4 h / -10 °C

3: 83 percent / NaOMe / methanol / 20 °C

4: 79 percent / Me₃SiOTf / CH₂Cl₂ / 2 h / -42 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; dichloromethane; 1: Etherification / 2: Etherification / 3: ether cleavage / 4: Etherification;
DOI:10.1016/S0008-6215(00)00159-2