(2S,5S,6S)-6-<2-benzyloxy-1(S)-methoxyethyl>-5,6-dihydro-2-isopropyloxy-5-<2-(4-methoxybenzyloxy)ethyl>-3-methylpyran

Base Information

Chemical Name:(2S,5S,6S)-6-<2-benzyloxy-1(S)-methoxyethyl>-5,6-dihydro-2-isopropyloxy-5-<2-(4-methoxybenzyloxy)ethyl>-3-methylpyran
CAS No.:133839-43-7
Molecular Formula:C₂₉H₄₀O₆
Molecular Weight:484.633
Hs Code.:

Synonyms:(2S,5S,6S)-6-<2-benzyloxy-1(S)-methoxyethyl>-5,6-dihydro-2-isopropyloxy-5-<2-(4-methoxybenzyloxy)ethyl>-3-methylpyran

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Chemical Property of (2S,5S,6S)-6-<2-benzyloxy-1(S)-methoxyethyl>-5,6-dihydro-2-isopropyloxy-5-<2-(4-methoxybenzyloxy)ethyl>-3-methylpyran

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Technology Process of (2S,5S,6S)-6-<2-benzyloxy-1(S)-methoxyethyl>-5,6-dihydro-2-isopropyloxy-5-<2-(4-methoxybenzyloxy)ethyl>-3-methylpyran

There total 15 articles about (2S,5S,6S)-6-<2-benzyloxy-1(S)-methoxyethyl>-5,6-dihydro-2-isopropyloxy-5-<2-(4-methoxybenzyloxy)ethyl>-3-methylpyran 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:

: 133839-52-8
(3aR,5S,6R,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

: 133839-43-7
(2S,5S,6S)-6-<2-benzyloxy-1(S)-methoxyethyl>-5,6-dihydro-2-isopropyloxy-5-<2-(4-methoxybenzyloxy)ethyl>-3-methylpyran

Guidance literature:: Multi-step reaction with 11 steps

1: 2percent H₂SO₄ / methanol / 5 h / Ambient temperature

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

3: 97.9 percent / pyridine / 6 h / Ambient temperature

4: 91 percent / 1N HCl / tetrahydrofuran / 1 h / Ambient temperature

5: 96 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

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

7: 1) NaH / 1) THF, DMSO, r.t., 2h, 2) 12h

8: 3N H₂SO₄ / dioxane / 48 h / Ambient temperature

9: NaIO₄ / H₂O; methanol / 2 h / 5 °C

11: 1) DIBAH, 2) CSA / 1) CH₂Cl₂, hexane, -80 deg C, 1h, 2) r.t., 1h

With pyridine; 1H-imidazole; hydrogenchloride; sodium periodate; sulfuric acid; camphor-10-sulfonic acid; sodium hydride; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1248/cpb.39.64

Reference yield:

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

: 133839-43-7
(2S,5S,6S)-6-<2-benzyloxy-1(S)-methoxyethyl>-5,6-dihydro-2-isopropyloxy-5-<2-(4-methoxybenzyloxy)ethyl>-3-methylpyran

Guidance literature:: Multi-step reaction with 12 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

8: 1) NaH / 1) THF, DMSO, r.t., 2h, 2) 12h

9: 3N H₂SO₄ / dioxane / 48 h / Ambient temperature

10: NaIO₄ / H₂O; methanol / 2 h / 5 °C

12: 1) DIBAH, 2) CSA / 1) CH₂Cl₂, hexane, -80 deg C, 1h, 2) r.t., 1h

With pyridine; 1H-imidazole; hydrogenchloride; sodium periodate; sulfuric acid; camphor-10-sulfonic acid; sodium hydride; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1248/cpb.39.64

Reference yield:

: 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

: 133839-43-7
(2S,5S,6S)-6-<2-benzyloxy-1(S)-methoxyethyl>-5,6-dihydro-2-isopropyloxy-5-<2-(4-methoxybenzyloxy)ethyl>-3-methylpyran

Guidance literature:: Multi-step reaction with 6 steps

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

2: 1) NaH / 1) THF, DMSO, r.t., 2h, 2) 12h

3: 3N H₂SO₄ / dioxane / 48 h / Ambient temperature

4: NaIO₄ / H₂O; methanol / 2 h / 5 °C

6: 1) DIBAH, 2) CSA / 1) CH₂Cl₂, hexane, -80 deg C, 1h, 2) r.t., 1h

With sodium periodate; sulfuric acid; camphor-10-sulfonic acid; sodium hydride; diisobutylaluminium hydride; In 1,4-dioxane; methanol; water;
DOI:10.1248/cpb.39.64