methyl 2,3,4-tri-O-benzyl-β-L-fucopyranosyl-(1->2)-3-O-allyl-4,6-O-benzyl-α-D-galactopyranoside

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-β-L-fucopyranosyl-(1->2)-3-O-allyl-4,6-O-benzyl-α-D-galactopyranoside
CAS No.:214058-24-9
Molecular Formula:C₅₁H₅₈O₁₀
Molecular Weight:831.016
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-benzyl-β-L-fucopyranosyl-(1->2)-3-O-allyl-4,6-O-benzyl-α-D-galactopyranoside

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Chemical Property of methyl 2,3,4-tri-O-benzyl-β-L-fucopyranosyl-(1->2)-3-O-allyl-4,6-O-benzyl-α-D-galactopyranoside

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Technology Process of methyl 2,3,4-tri-O-benzyl-β-L-fucopyranosyl-(1->2)-3-O-allyl-4,6-O-benzyl-α-D-galactopyranoside

There total 5 articles about methyl 2,3,4-tri-O-benzyl-β-L-fucopyranosyl-(1->2)-3-O-allyl-4,6-O-benzyl-α-D-galactopyranoside 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: 70.0%

: 100-39-0
benzyl bromide

: 214058-23-8
(2R,3S,4R,5S,6S)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-methyl-tetrahydro-pyran-3,4,5-triol

: 214058-24-9
methyl 2,3,4-tri-O-benzyl-β-L-fucopyranosyl-(1->2)-3-O-allyl-4,6-O-benzyl-α-D-galactopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 6h; Ambient temperature;
DOI:10.1080/07328309808001883

Reference yield:

: 129165-06-6
methyl 3-O-allyl-α-D-galactopyranoside

: 214058-24-9
methyl 2,3,4-tri-O-benzyl-β-L-fucopyranosyl-(1->2)-3-O-allyl-4,6-O-benzyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / p-TsOH, 3 Angstroems MS / acetonitrile / 16 h / Ambient temperature

2: 72 percent / NIS, TfOH, 4 Angstroems MS / CH₂Cl₂ / 0.33 h / -25 °C

3: 90 percent / H₂O / acetic acid / 3 h / 90 °C

4: 96 percent / MeONa / methanol / 2 h

5: 70 percent / NaH / dimethylformamide / 6 h / Ambient temperature

With N-iodo-succinimide; trifluorormethanesulfonic acid; 3 Angstroems MS; 4 Angstroems MS; water; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/07328309808001883

Reference yield:

: 82228-08-8
methyl 3-O-allyl-4,6-O-benzylidene-α-D-galactopyranoside

: 214058-24-9
methyl 2,3,4-tri-O-benzyl-β-L-fucopyranosyl-(1->2)-3-O-allyl-4,6-O-benzyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / NIS, TfOH, 4 Angstroems MS / CH₂Cl₂ / 0.33 h / -25 °C

2: 90 percent / H₂O / acetic acid / 3 h / 90 °C

3: 96 percent / MeONa / methanol / 2 h

4: 70 percent / NaH / dimethylformamide / 6 h / Ambient temperature

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 Angstroems MS; water; sodium methylate; sodium hydride; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1080/07328309808001883