methyl 4-O-<3,4-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-L-arabinopyranosyl>-2,3,6-trideoxy-β-D-erythro-hexopyranoside

Base Information

Chemical Name:methyl 4-O-<3,4-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-L-arabinopyranosyl>-2,3,6-trideoxy-β-D-erythro-hexopyranoside
CAS No.:142573-13-5
Molecular Formula:C₄₆H₅₄O₁₁
Molecular Weight:782.928
Hs Code.:

Synonyms:methyl 4-O-<3,4-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-L-arabinopyranosyl>-2,3,6-trideoxy-β-D-erythro-hexopyranoside

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Chemical Property of methyl 4-O-<3,4-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-L-arabinopyranosyl>-2,3,6-trideoxy-β-D-erythro-hexopyranoside

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Technology Process of methyl 4-O-<3,4-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-L-arabinopyranosyl>-2,3,6-trideoxy-β-D-erythro-hexopyranoside

There total 8 articles about methyl 4-O-<3,4-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-L-arabinopyranosyl>-2,3,6-trideoxy-β-D-erythro-hexopyranoside 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: 81.0%

: 33639-77-9
perbenzyl fucosyl bromide

: 142573-12-4
methyl 4-O-(3,4-O-benzylidene-α-L-arabinopyranosyl)-2,3,6-trideoxy-β-D-erythro-hexopyranoside

: 142573-13-5
methyl 4-O-<3,4-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-L-arabinopyranosyl>-2,3,6-trideoxy-β-D-erythro-hexopyranoside

Guidance literature:: With 4 A molecular sieve; tetraethylammonium bromide; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; for 20h; Ambient temperature;

Reference yield:

: 65530-31-6
(4aR,6R,8aS)-6-methoxy-2-(4-methoxyphenyl)-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxine

: 142573-13-5
methyl 4-O-<3,4-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-L-arabinopyranosyl>-2,3,6-trideoxy-β-D-erythro-hexopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 94 percent / H₂, Et₃N / 5percent Pd/C / methanol / 2585.7 Torr

2: 99 percent / N-bromosuccinimide, BaCO₃ / CCl₄ / 0.5 h / Heating

3: 98 percent / H₂, Et₃N / 5percent Pd/C / methanol / 8 h / 4137.2 Torr

4: 89 percent / NaOMe / methanol

5: Hg(CN)2 / toluene / 2 h / Heating

6: 5percent KOH / methanol / 0.5 h / Ambient temperature

7: 63 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 0.33 h / 50 °C

8: 81 percent / Et₄NBr, diisopropylethylamine, 4 Angstroem molecular sieves / dimethylformamide; CH₂Cl₂ / 20 h / Ambient temperature

With potassium hydroxide; N-Bromosuccinimide; 4 A molecular sieve; tetraethylammonium bromide; hydrogen; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; barium carbonate; palladium on activated charcoal; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 142573-09-9
methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-β-D-erythro-hexopyranoside

: 142573-13-5
methyl 4-O-<3,4-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-L-arabinopyranosyl>-2,3,6-trideoxy-β-D-erythro-hexopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / H₂, Et₃N / 5percent Pd/C / methanol / 8 h / 4137.2 Torr

2: 89 percent / NaOMe / methanol

3: Hg(CN)2 / toluene / 2 h / Heating

4: 5percent KOH / methanol / 0.5 h / Ambient temperature

5: 63 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 0.33 h / 50 °C

6: 81 percent / Et₄NBr, diisopropylethylamine, 4 Angstroem molecular sieves / dimethylformamide; CH₂Cl₂ / 20 h / Ambient temperature

With potassium hydroxide; 4 A molecular sieve; tetraethylammonium bromide; hydrogen; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;