(4S,5S)-5-[(1S)-2-tert-butyldimethylsilyloxy-1-methylethyl]-2,2-dimethyl-4-[(1S)-1-methyl-2-(4-methylphenylsulfonyloxy)ethyl]-1,3-dioxolane

Base Information

Chemical Name:(4S,5S)-5-[(1S)-2-tert-butyldimethylsilyloxy-1-methylethyl]-2,2-dimethyl-4-[(1S)-1-methyl-2-(4-methylphenylsulfonyloxy)ethyl]-1,3-dioxolane
CAS No.:489440-27-9
Molecular Formula:C₂₄H₄₂O₆SSi
Molecular Weight:486.745
Hs Code.:

Synonyms:(4S,5S)-5-[(1S)-2-tert-butyldimethylsilyloxy-1-methylethyl]-2,2-dimethyl-4-[(1S)-1-methyl-2-(4-methylphenylsulfonyloxy)ethyl]-1,3-dioxolane

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Chemical Property of (4S,5S)-5-[(1S)-2-tert-butyldimethylsilyloxy-1-methylethyl]-2,2-dimethyl-4-[(1S)-1-methyl-2-(4-methylphenylsulfonyloxy)ethyl]-1,3-dioxolane

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Technology Process of (4S,5S)-5-[(1S)-2-tert-butyldimethylsilyloxy-1-methylethyl]-2,2-dimethyl-4-[(1S)-1-methyl-2-(4-methylphenylsulfonyloxy)ethyl]-1,3-dioxolane

There total 4 articles about (4S,5S)-5-[(1S)-2-tert-butyldimethylsilyloxy-1-methylethyl]-2,2-dimethyl-4-[(1S)-1-methyl-2-(4-methylphenylsulfonyloxy)ethyl]-1,3-dioxolane 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: 99.0%

: 98-59-9
p-toluenesulfonyl chloride

: 489440-24-6
(2S)-2-{(4S,5S)-5-[(1S)-2-tert-butyldimethylsilyloxy-1-methylethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}propan-1-ol

: 489440-27-9
(4S,5S)-5-[(1S)-2-tert-butyldimethylsilyloxy-1-methylethyl]-2,2-dimethyl-4-[(1S)-1-methyl-2-(4-methylphenylsulfonyloxy)ethyl]-1,3-dioxolane

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 12h;
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

: 489440-27-9
(4S,5S)-5-[(1S)-2-tert-butyldimethylsilyloxy-1-methylethyl]-2,2-dimethyl-4-[(1S)-1-methyl-2-(4-methylphenylsulfonyloxy)ethyl]-1,3-dioxolane

Guidance literature:: Multi-step reaction with 4 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: 73 percent / sodium hydride / tetrahydrofuran / 1 h / 20 °C

4.1: 99 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 12 h

With dmap; triethyl borane; borane*DMSO; 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

: 489440-27-9
(4S,5S)-5-[(1S)-2-tert-butyldimethylsilyloxy-1-methylethyl]-2,2-dimethyl-4-[(1S)-1-methyl-2-(4-methylphenylsulfonyloxy)ethyl]-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 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: 73 percent / sodium hydride / tetrahydrofuran / 1 h / 20 °C

3.1: 99 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 12 h

With dmap; triethyl borane; borane*DMSO; sodium hydride; 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