6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-<2-(4-methoxybenzyloxy)ethyl>-β-L-talofuranose

Base Information

Chemical Name:6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-<2-(4-methoxybenzyloxy)ethyl>-β-L-talofuranose
CAS No.:133850-00-7
Molecular Formula:C₂₆H₃₄O₇
Molecular Weight:458.552
Hs Code.:

Synonyms:6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-<2-(4-methoxybenzyloxy)ethyl>-β-L-talofuranose

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Chemical Property of 6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-<2-(4-methoxybenzyloxy)ethyl>-β-L-talofuranose

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Technology Process of 6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-<2-(4-methoxybenzyloxy)ethyl>-β-L-talofuranose

There total 8 articles about 6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-<2-(4-methoxybenzyloxy)ethyl>-β-L-talofuranose 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%

: 129272-55-5
(3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole

: 100-51-6,185532-71-2
benzyl alcohol

: 133850-00-7
6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-<2-(4-methoxybenzyloxy)ethyl>-β-L-talofuranose

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;

Reference yield:

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

: 133850-00-7
6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-<2-(4-methoxybenzyloxy)ethyl>-β-L-talofuranose

Guidance literature:: Multi-step reaction with 7 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

6: 96 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

7: 1) NaH / 1) DMF, r.t., 30 min, 2) 60 deg C, 90 min

With pyridine; 1H-imidazole; hydrogenchloride; sulfuric acid; sodium hydride; potassium carbonate; 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

: 133850-00-7
6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-<2-(4-methoxybenzyloxy)ethyl>-β-L-talofuranose

Guidance literature:: Multi-step reaction with 5 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

4: 96 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

5: 1) NaH / 1) DMF, r.t., 30 min, 2) 60 deg C, 90 min

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