4-pentenyl 2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:4-pentenyl 2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside
CAS No.:496031-05-1
Molecular Formula:C₅₂H₆₀O₉
Molecular Weight:829.043
Hs Code.:

Synonyms:4-pentenyl 2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

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Chemical Property of 4-pentenyl 2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of 4-pentenyl 2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

There total 7 articles about 4-pentenyl 2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside 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: 80.0%

: 171078-92-5
4-pentenyl 2,4,6-tri-O-benzyl-α-D-mannopyranoside

: 496045-68-2
ethyl 2,4-di-O-benzyl-3,6-dideoxy-1-thio-α,β-D-xylo-hexopyranoside

: 4-pentenyl 2,4-di-O-benzyl-3,6-dideoxy-β-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

: 496031-05-1
4-pentenyl 2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; methyl trifluoromethanesulfonate; In diethyl ether; at 20 ℃; for 6h;
DOI:10.1139/v02-121

Reference yield:

: 100-39-0
benzyl bromide

: 496031-05-1
4-pentenyl 2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 211 mg / NaH / dimethylformamide / 2 h / 20 °C

2: 80 percent / 2,6-di-tert-butyl-4-methylpyridine; methyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / diethyl ether / 6 h / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; sodium hydride; methyl trifluoromethanesulfonate; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1139/v02-121

Reference yield:

: 125631-33-6,125647-51-0,132871-89-7,132871-95-5,132871-96-6,123487-65-0
(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-(pent-4-en-1-yloxy)tetrahydro-2H-pyran-3,4,5-triol

: 496031-05-1
4-pentenyl 2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: di-n-butyltin oxide / toluene / 6 h / Heating

1.2: 60 percent / tetra-n-butylammonium bromide / toluene / 16 h / 60 °C

2.1: 76 percent / NaH / dimethylformamide / 6 h / 20 °C

3.1: 72 percent / ceric ammonium nitrate / acetonitrile; H₂O / 0.75 h

4.1: 80 percent / 2,6-di-tert-butyl-4-methylpyridine; methyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / diethyl ether / 6 h / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; ammonium cerium(IV) nitrate; 4 A molecular sieve; sodium hydride; di(n-butyl)tin oxide; methyl trifluoromethanesulfonate; In diethyl ether; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1139/v02-121