3,4-O-(2,3-dimethoxybutane-2,3-diyl)-2-O-(p-methoxybenzyl)-5a-carba-β-L-gulopyranose

Base Information

Chemical Name:3,4-O-(2,3-dimethoxybutane-2,3-diyl)-2-O-(p-methoxybenzyl)-5a-carba-β-L-gulopyranose
CAS No.:1392067-45-6
Molecular Formula:C₂₁H₃₂O₈
Molecular Weight:412.48
Hs Code.:

Synonyms:3,4-O-(2,3-dimethoxybutane-2,3-diyl)-2-O-(p-methoxybenzyl)-5a-carba-β-L-gulopyranose

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Chemical Property of 3,4-O-(2,3-dimethoxybutane-2,3-diyl)-2-O-(p-methoxybenzyl)-5a-carba-β-L-gulopyranose

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Technology Process of 3,4-O-(2,3-dimethoxybutane-2,3-diyl)-2-O-(p-methoxybenzyl)-5a-carba-β-L-gulopyranose

There total 7 articles about 3,4-O-(2,3-dimethoxybutane-2,3-diyl)-2-O-(p-methoxybenzyl)-5a-carba-β-L-gulopyranose 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:

: C₂₉H₄₅BO₇

: 1392067-45-6
3,4-O-(2,3-dimethoxybutane-2,3-diyl)-2-O-(p-methoxybenzyl)-5a-carba-β-L-gulopyranose

Guidance literature:: With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo301240j

Reference yield:

: 1252047-54-3
(2'S,3'S)-methyl 6-deoxy-2-O-(4-methoxybenzyl)-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-iodo-α-D-mannopyranoside

: 1392067-45-6
3,4-O-(2,3-dimethoxybutane-2,3-diyl)-2-O-(p-methoxybenzyl)-5a-carba-β-L-gulopyranose

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2.1: palladium dichloride / 1,4-dioxane; water / 3 h / 60 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 2 h / 0 - 20 °C / Inert atmosphere

4.1: tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

5.1: sodium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 2 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; potassium tert-butylate; dihydrogen peroxide; sodium hydroxide; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; hexane; water; 3.1: |Wittig Olefination;
DOI:10.1021/jo301240j

Reference yield:

: 1392067-12-7
methyl 6-deoxy-2-O-(p-methoxy)benzyl-3,4-O-(2,3-dimethoxybutane-2,3-diyl)-α-D-lyxo-hex-5-enopyranoside

: 1392067-45-6
3,4-O-(2,3-dimethoxybutane-2,3-diyl)-2-O-(p-methoxybenzyl)-5a-carba-β-L-gulopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium dichloride / 1,4-dioxane; water / 3 h / 60 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C / Inert atmosphere

3.1: tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

4.1: sodium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 2 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; dihydrogen peroxide; sodium hydroxide; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; hexane; water; 2.1: |Wittig Olefination;
DOI:10.1021/jo301240j