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

Base Information

Chemical Name:methyl 4-O-(3,4-O-benzylidene-α-L-arabinopyranosyl)-2,3,6-trideoxy-β-D-erythro-hexopyranoside
CAS No.:142573-12-4
Molecular Formula:C₁₉H₂₆O₇
Molecular Weight:366.411
Hs Code.:

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

There total 7 articles about methyl 4-O-(3,4-O-benzylidene-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: 63.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 142573-11-3
methyl 4-O-(α-L-arabinopyranosyl)-2,3,6-trideoxy-β-D-erythro-hexopyranoside

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

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 50 ℃; for 0.333333h;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With potassium hydroxide; hydrogen; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene;