1,2-O-isopropylidene-3,5-O-di(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

Base Information

Chemical Name:1,2-O-isopropylidene-3,5-O-di(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose
CAS No.:741256-60-0
Molecular Formula:C₂₆H₃₂O₇
Molecular Weight:456.536
Hs Code.:

Synonyms:1,2-O-isopropylidene-3,5-O-di(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

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Chemical Property of 1,2-O-isopropylidene-3,5-O-di(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

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Technology Process of 1,2-O-isopropylidene-3,5-O-di(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

There total 2 articles about 1,2-O-isopropylidene-3,5-O-di(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose 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: 98.0%

: 824-94-2
p-methoxybenzyl chloride

: 741256-59-7
1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

: 741256-60-0
1,2-O-isopropylidene-3,5-O-di(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

Guidance literature:: 1,2-O-isopropylidene-3-O-(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose; With sodium hydride; In N,N-dimethyl-formamide; for 2h; ice bath cooling;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1248/cpb.52.727

Reference yield:

: 82529-87-1
(3aR,5S,6S,6aR)-6-(4-methoxybenzyloxy)-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxole-5-carbaldehyde

: 741256-60-0
1,2-O-isopropylidene-3,5-O-di(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: copper iodide; dimethyl sulfide / tetrahydrofuran / 0.08 h / -40 °C

1.2: 75 percent / CH₂Cl₂ / 3 h / 20 °C

2.1: NaH / dimethylformamide / 2 h / ice bath cooling

2.2: 98 percent / dimethylformamide / 20 °C

With copper(l) iodide; dimethylsulfide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1248/cpb.52.727

Reference yield:

: 741256-60-0
1,2-O-isopropylidene-3,5-O-di(4'-methoxybenzyl)-5-C-vinyl-β-L-ido-pentafuranose

: 742097-82-1
3,4,5,6-O-tetra-(4'-methoxybenzyl)-D-myo-inositol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 50 percent / aq. H₂SO₄ / tetrahydrofuran / 40 h / 40 °C

2.1: n-BuLi / diethyl ether / 2 h / 20 °C

2.2: 70 percent / diethyl ether; tetrahydrofuran / 20 °C

3.1: 87 percent / benzylidene-bis(tricyclohexylphosphine)-dichlororuthenium / CH₂Cl₂ / 3 h / 20 °C

4.1: NaH / dimethylformamide / 2 h / ice bath cooling

4.2: 100 percent / dimethylformamide / 20 °C

5.1: 80 percent / quinuclidine; 4-methylmorpholine N-oxide; aq. OsO₄ / CH₂Cl₂ / 96 h / 20 °C

With Quinuclidine; osmium(VIII) oxide; Grubbs catalyst first generation; n-butyllithium; sulfuric acid; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.52.727