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

Base Information

Chemical Name:methyl 2,4-di-O-benzyl-3-O-(2-naphthyl)methyl-α-L-fucopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-D-galactopyranoside
CAS No.:848416-69-3
Molecular Formula:C₅₉H₆₂O₁₀
Molecular Weight:931.135
Hs Code.:

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

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

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

There total 11 articles about methyl 2,4-di-O-benzyl-3-O-(2-naphthyl)methyl-α-L-fucopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-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: 73.0%

: 848416-62-6
phenyl 2,4-di-O-benzyl-3-O-(2-naphthyl)methyl-1-thio-β-L-fucopyranoside

: 73445-27-9
methyl 3,4,6-tri-O-benzyl-β-D-galactopyranoside

: 848416-69-3
methyl 2,4-di-O-benzyl-3-O-(2-naphthyl)methyl-α-L-fucopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-D-galactopyranoside

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

Guidance literature:: phenyl 2,4-di-O-benzyl-3-O-(2-naphthyl)methyl-1-thio-β-L-fucopyranoside; methyl 3,4,6-tri-O-benzyl-β-D-galactopyranoside; With 4 A molecular sieve; In dichloromethane; at 20 ℃; for 1h;

With N-iodo-succinimide; trifluorormethanesulfonic acid; In tetrahydrofuran; dichloromethane; at -30 ℃; for 0.333333h;
DOI:10.1016/j.tetasy.2004.11.056

Reference yield:

: 100-39-0
benzyl bromide

: 848416-69-3
methyl 2,4-di-O-benzyl-3-O-(2-naphthyl)methyl-α-L-fucopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / sodium hydride / dimethylformamide / 3 h / 20 °C

2.1: molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 20 °C

2.2: 73 percent / N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂; tetrahydrofuran / 0.33 h / -30 °C

With 4 A molecular sieve; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2004.11.056

Reference yield:

: 127061-10-3
phenyl 2,3,4-tri-O-acetyl-1-thio-L-fucopyranoside

: 848416-69-3
methyl 2,4-di-O-benzyl-3-O-(2-naphthyl)methyl-α-L-fucopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 80 percent / sodium methoxide / methanol / 20 °C

2.1: 22 percent / 10-camphorsulfonic acid / dimethylformamide / 168 h / 20 °C

3.1: 97 percent / LiAlH₄; AlCl₃ / CH₂Cl₂; diethyl ether / 0.25 h / 20 °C

4.1: 93 percent / sodium hydride / dimethylformamide / 3 h / 20 °C

5.1: molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 20 °C

5.2: 73 percent / N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂; tetrahydrofuran / 0.33 h / -30 °C

With lithium aluminium tetrahydride; aluminium trichloride; 4 A molecular sieve; (1S)-10-camphorsulfonic acid; sodium methylate; sodium hydride; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2004.11.056