methyl 3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)benzylidene]-β-L-idopyranuronate

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Chemical Name:methyl 3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)benzylidene]-β-L-idopyranuronate
CAS No.:1447801-87-7
Molecular Formula:C₂₆H₃₀O₈
Molecular Weight:470.519
Hs Code.:

Synonyms:methyl 3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)benzylidene]-β-L-idopyranuronate

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Chemical Property of methyl 3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)benzylidene]-β-L-idopyranuronate

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Technology Process of methyl 3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)benzylidene]-β-L-idopyranuronate

There total 4 articles about methyl 3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)benzylidene]-β-L-idopyranuronate 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: 60.0%

: 1447801-61-7
methyl 4-O-benzoyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-benzylidene]-β-L-idopyranuronate

: 1447801-87-7
methyl 3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)benzylidene]-β-L-idopyranuronate

Guidance literature:: methyl 4-O-benzoyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-benzylidene]-β-L-idopyranuronate; With trimethyltin(IV) hydroxide; In toluene; at 100 ℃; for 1h; Microwave irradiation;

With sodium methylate; In methanol; at 60 ℃; Microwave irradiation;

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane;
DOI:10.1021/jo400467g

Reference yield:

: 87326-77-0,87326-78-1
methyl 3-O-benzyl-L-idopyranosyluronate

: 1447801-87-7
methyl 3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)benzylidene]-β-L-idopyranuronate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; pyridine / dichloromethane / -40 - 20 °C

2.1: hydrogen bromide / dichloromethane; acetic acid / 3 h / 0 °C

2.2: 20 h / 20 °C / Inert atmosphere

3.1: trimethyltin(IV) hydroxide / toluene / 1 h / 100 °C / Microwave irradiation

3.2: 60 °C / Microwave irradiation

With pyridine; dmap; hydrogen bromide; trimethyltin(IV) hydroxide; In dichloromethane; acetic acid; toluene;
DOI:10.1021/jo400467g

Reference yield:

: 1447801-85-5
methyl 1,2,4-tri-O-benzoyl-3-O-benzyl-β-L-idopyranurate

: 1447801-87-7
methyl 3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)benzylidene]-β-L-idopyranuronate

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogen bromide / dichloromethane; acetic acid / 3 h / 0 °C

1.2: 20 h / 20 °C / Inert atmosphere

2.1: trimethyltin(IV) hydroxide / toluene / 1 h / 100 °C / Microwave irradiation

2.2: 60 °C / Microwave irradiation

With hydrogen bromide; trimethyltin(IV) hydroxide; In dichloromethane; acetic acid; toluene;
DOI:10.1021/jo400467g