3-deoxy-1,2-O-isopropylidene-5-O-methanesulfonyl-3-C-<2-(4-methoxybenzyloxy)ethyl>-α-D-allofuranose

Base Information

Chemical Name:3-deoxy-1,2-O-isopropylidene-5-O-methanesulfonyl-3-C-<2-(4-methoxybenzyloxy)ethyl>-α-D-allofuranose
CAS No.:133839-41-5
Molecular Formula:C₂₀H₃₀O₉S
Molecular Weight:446.519
Hs Code.:

Synonyms:3-deoxy-1,2-O-isopropylidene-5-O-methanesulfonyl-3-C-<2-(4-methoxybenzyloxy)ethyl>-α-D-allofuranose

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Chemical Property of 3-deoxy-1,2-O-isopropylidene-5-O-methanesulfonyl-3-C-<2-(4-methoxybenzyloxy)ethyl>-α-D-allofuranose

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Technology Process of 3-deoxy-1,2-O-isopropylidene-5-O-methanesulfonyl-3-C-<2-(4-methoxybenzyloxy)ethyl>-α-D-allofuranose

There total 6 articles about 3-deoxy-1,2-O-isopropylidene-5-O-methanesulfonyl-3-C-<2-(4-methoxybenzyloxy)ethyl>-α-D-allofuranose 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: 91.0%

: 133839-40-4
6-O-(tert-butyldimethylsilyl)-3-deoxy-1,2-O-isopropylidene-5-O-methanesulfonyl-3-C-<2-(4-methoxybenzyloxy)ethyl>-α-D-allofuranose

: 133839-41-5
3-deoxy-1,2-O-isopropylidene-5-O-methanesulfonyl-3-C-<2-(4-methoxybenzyloxy)ethyl>-α-D-allofuranose

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; for 1h; Ambient temperature;
DOI:10.1248/cpb.39.64

Reference yield:

: 18427-19-5
1,2;5,6-di-O-isopropylidene-3-(2-hydroxyethyl)-α-D-allofuranoside

: 133839-41-5
3-deoxy-1,2-O-isopropylidene-5-O-methanesulfonyl-3-C-<2-(4-methoxybenzyloxy)ethyl>-α-D-allofuranose

Guidance literature:: Multi-step reaction with 5 steps

1: 1) NaH / 1) THF, DMF, r.t., 2h, 2) 2.5h

2: 2percent H₂SO₄ / methanol / 5 h / Ambient temperature

3: imidazole / CH₂Cl₂ / 1 h / ice-bath

4: 97.9 percent / pyridine / 6 h / Ambient temperature

5: 91 percent / 1N HCl / tetrahydrofuran / 1 h / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; sulfuric acid; sodium hydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1248/cpb.39.64

Reference yield:

: 120400-68-2
(R)-1-{(3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-ethane-1,2-diol

: 133839-41-5
3-deoxy-1,2-O-isopropylidene-5-O-methanesulfonyl-3-C-<2-(4-methoxybenzyloxy)ethyl>-α-D-allofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / CH₂Cl₂ / 1 h / ice-bath

2: 97.9 percent / pyridine / 6 h / Ambient temperature

3: 91 percent / 1N HCl / tetrahydrofuran / 1 h / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.39.64