(2S)-2-{(4S,5S)-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}propan-1-ol

Base Information

Chemical Name:(2S)-2-{(4S,5S)-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}propan-1-ol
CAS No.:489440-12-2
Molecular Formula:C₁₉H₃₀O₅
Molecular Weight:338.444
Hs Code.:

Synonyms:(2S)-2-{(4S,5S)-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}propan-1-ol

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Chemical Property of (2S)-2-{(4S,5S)-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}propan-1-ol

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Technology Process of (2S)-2-{(4S,5S)-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}propan-1-ol

There total 3 articles about (2S)-2-{(4S,5S)-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}propan-1-ol 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: 78.0%

: 2746-25-0
p-Methoxybenzyl bromide

: 489440-04-2
(2S)-2-{(4S,5S)-5-[(1S)-2-hydroxy-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}propan-1-ol

: 489440-12-2
(2S)-2-{(4S,5S)-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}propan-1-ol

: (4S,5S)-4,5-Bis-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 18h;
DOI:10.1002/1099-0690(200208)2002:15<2613::AID-EJOC2613<3.0.CO;2-Y

Reference yield:

: 81706-69-6
(4R,trans)-2,2,α,α,α',α'-hexamethyl-1,3-dioxolane-4,5-dimethanol

: 489440-12-2
(2S)-2-{(4S,5S)-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}propan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / methanesulfonyl chloride; 4-dimethylaminopyridine; triethylamine / CH₂Cl₂ / 30 h / 20 °C

2.1: borane*DMSO; triethylborane / dimethylsulfoxide; hexane; diethyl ether / 12 h

2.2: 50 percent / H₂O₂; NaOH; water / 4 h / 20 °C

3.1: 78 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 18 h

With dmap; triethyl borane; borane*DMSO; tetra-(n-butyl)ammonium iodide; sodium hydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1002/1099-0690(200208)2002:15<2613::AID-EJOC2613<3.0.CO;2-Y

Reference yield:

: 110454-08-5
(4S,5S)-2,2-dimethyl-4,5-bis(1-methylvinyl)-1,3-dioxolane

: 489440-12-2
(2S)-2-{(4S,5S)-5-[(1S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}propan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: borane*DMSO; triethylborane / dimethylsulfoxide; hexane; diethyl ether / 12 h

1.2: 50 percent / H₂O₂; NaOH; water / 4 h / 20 °C

2.1: 78 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 18 h

With triethyl borane; borane*DMSO; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; diethyl ether; hexane; dimethyl sulfoxide;
DOI:10.1002/1099-0690(200208)2002:15<2613::AID-EJOC2613<3.0.CO;2-Y