(4R,5R)-4,5-di(1-naphthyl)-5-(p-methoxybenzyloxy)-1-(p-toluenesulfonyloxy)-3-oxapentane

Base Information

Chemical Name:(4R,5R)-4,5-di(1-naphthyl)-5-(p-methoxybenzyloxy)-1-(p-toluenesulfonyloxy)-3-oxapentane
CAS No.:656799-93-8
Molecular Formula:C₃₉H₃₆O₆S
Molecular Weight:632.777
Hs Code.:

Synonyms:(4R,5R)-4,5-di(1-naphthyl)-5-(p-methoxybenzyloxy)-1-(p-toluenesulfonyloxy)-3-oxapentane

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Chemical Property of (4R,5R)-4,5-di(1-naphthyl)-5-(p-methoxybenzyloxy)-1-(p-toluenesulfonyloxy)-3-oxapentane

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Technology Process of (4R,5R)-4,5-di(1-naphthyl)-5-(p-methoxybenzyloxy)-1-(p-toluenesulfonyloxy)-3-oxapentane

There total 3 articles about (4R,5R)-4,5-di(1-naphthyl)-5-(p-methoxybenzyloxy)-1-(p-toluenesulfonyloxy)-3-oxapentane 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: 64.0%

: 656799-95-0
(4R,5R)-4,5-di(1-naphthyl)-3-oxa-5-(p-methoxybenzyloxy)pentan-1-ol

: 656799-93-8
(4R,5R)-4,5-di(1-naphthyl)-5-(p-methoxybenzyloxy)-1-(p-toluenesulfonyloxy)-3-oxapentane

Guidance literature:: for 38h;
DOI:10.1016/j.tet.2003.06.008

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 656799-93-8
(4R,5R)-4,5-di(1-naphthyl)-5-(p-methoxybenzyloxy)-1-(p-toluenesulfonyloxy)-3-oxapentane

Guidance literature:: Multi-step reaction with 4 steps

1.1: Bu₂SnO / toluene / 3 h / Heating

1.2: CsF / dimethylformamide / 19 h / 20 °C

2.1: 100 percent / NaH; 15-crown-5 / tetrahydrofuran / 2 h / Heating

3.1: OsO₄; H₂O / tetrahydrofuran; 2-methyl-propan-2-ol / 20 °C

3.2: NaIO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 24 h / 20 °C

3.3: 70 percent / NaBH₄ / H₂O; tetrahydrofuran; 2-methyl-propan-2-ol / 48 h / 0 °C

4.1: 64 percent / 38 h

With osmium(VIII) oxide; 15-crown-5; water; sodium hydride; di(n-butyl)tin oxide; In tetrahydrofuran; toluene; tert-butyl alcohol; 2.1: Williamson ether synthesis;
DOI:10.1016/j.tet.2003.06.008

Reference yield:

: 159406-53-8
(R,R)-(+)-1,2-di-naphthalen-1-yl-ethane-1,2-diol

: 656799-93-8
(4R,5R)-4,5-di(1-naphthyl)-5-(p-methoxybenzyloxy)-1-(p-toluenesulfonyloxy)-3-oxapentane

Guidance literature:: Multi-step reaction with 4 steps

1.1: Bu₂SnO / toluene / 3 h / Heating

1.2: CsF / dimethylformamide / 19 h / 20 °C

2.1: 100 percent / NaH; 15-crown-5 / tetrahydrofuran / 2 h / Heating

3.1: OsO₄; H₂O / tetrahydrofuran; 2-methyl-propan-2-ol / 20 °C

3.2: NaIO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 24 h / 20 °C

3.3: 70 percent / NaBH₄ / H₂O; tetrahydrofuran; 2-methyl-propan-2-ol / 48 h / 0 °C

4.1: 64 percent / 38 h

With osmium(VIII) oxide; 15-crown-5; water; sodium hydride; di(n-butyl)tin oxide; In tetrahydrofuran; toluene; tert-butyl alcohol; 2.1: Williamson ether synthesis;
DOI:10.1016/j.tet.2003.06.008