2-(((2R,3S,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-yl)methyl)furan

Base Information

Chemical Name:2-(((2R,3S,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-yl)methyl)furan
CAS No.:1346433-73-5
Molecular Formula:C₂₅H₂₈O₅
Molecular Weight:408.494
Hs Code.:

Synonyms:2-(((2R,3S,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-yl)methyl)furan

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Chemical Property of 2-(((2R,3S,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-yl)methyl)furan

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Technology Process of 2-(((2R,3S,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-yl)methyl)furan

There total 7 articles about 2-(((2R,3S,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-yl)methyl)furan 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:

: (3R,4R,5R)-4-(benzyloxy)-5-methyltetrahydro-2,3-furandiol

: 1346433-73-5
2-(((2R,3S,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-yl)methyl)furan

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium tert-butylate / dimethyl sulfoxide / 1 h / 0 - 20 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 0 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: camphor-10-sulfonic acid / methanol / 4 h / 0 - 20 °C

5.1: Dess-Martin periodane / dichloromethane / 1 h / 0 °C / Inert atmosphere

6.1: n-butyllithium / diethyl ether; hexane / 1 h / -15 - 20 °C / Inert atmosphere

6.2: 5 h / 0 - 20 °C / Inert atmosphere

7.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

7.2: 0.5 h / 0 °C / Inert atmosphere

7.3: 0 - 20 °C / Inert atmosphere

8.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 8 h / Inert atmosphere; Reflux

With 1H-imidazole; n-butyllithium; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; potassium tert-butylate; tri-n-butyl-tin hydride; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; toluene; mineral oil;
DOI:10.1021/jo201570h

Reference yield:

: 1346433-75-7
(3S,4R,5R)-4-benzyloxy-2-(hydroxymethyl)-5-methyltetrahydrofuran-3-ol

: 1346433-73-5
2-(((2R,3S,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-yl)methyl)furan

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1H-imidazole / dichloromethane / 0 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: camphor-10-sulfonic acid / methanol / 4 h / 0 - 20 °C

4.1: Dess-Martin periodane / dichloromethane / 1 h / 0 °C / Inert atmosphere

5.1: n-butyllithium / diethyl ether; hexane / 1 h / -15 - 20 °C / Inert atmosphere

5.2: 5 h / 0 - 20 °C / Inert atmosphere

6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

6.2: 0.5 h / 0 °C / Inert atmosphere

6.3: 0 - 20 °C / Inert atmosphere

7.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 8 h / Inert atmosphere; Reflux

With 1H-imidazole; n-butyllithium; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; mineral oil;
DOI:10.1021/jo201570h

Reference yield:

: 1346433-77-9
(((2R,3S,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-yl)methoxy)(tert-butyl)dimethylsilane

: 1346433-73-5
2-(((2R,3S,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-yl)methyl)furan

Guidance literature:: Multi-step reaction with 5 steps

1.1: camphor-10-sulfonic acid / methanol / 4 h / 0 - 20 °C

2.1: Dess-Martin periodane / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.1: n-butyllithium / diethyl ether; hexane / 1 h / -15 - 20 °C / Inert atmosphere

3.2: 5 h / 0 - 20 °C / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

4.2: 0.5 h / 0 °C / Inert atmosphere

4.3: 0 - 20 °C / Inert atmosphere

5.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 8 h / Inert atmosphere; Reflux

With n-butyllithium; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; mineral oil;
DOI:10.1021/jo201570h