2-[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyethanol

Base Information

Chemical Name:2-[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyethanol
CAS No.:253778-03-9
Molecular Formula:C₂₅H₄₃NO₆SSi
Molecular Weight:513.771
Hs Code.:

Synonyms:2-[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyethanol

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Chemical Property of 2-[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyethanol

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Technology Process of 2-[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyethanol

There total 1 articles about 2-[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyethanol 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: 86.0%

: 253778-02-8
N-[3-Hydroxy-1-(5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-triisopropylsilyloxypropyl]-4-methylbenzenesulfonamide

: 253778-03-9
2-[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyethanol

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 0.75h;
DOI:10.1002/(SICI)1521-3765(19991105)5:11<3279::AID-CHEM3279>3.0.CO;2-4

Reference yield: 98.0%

: 253778-03-9
2-[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyethanol

: 253778-04-0
[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyacetaldehyde

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.75h;
DOI:10.1002/(SICI)1521-3765(19991105)5:11<3279::AID-CHEM3279>3.0.CO;2-4

Reference yield:

: 253778-03-9
2-[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyethanol

: 72741-87-8
swainsonine

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.75 h / 20 °C

2: 90 percent / LiCl; DBU / acetonitrile / 2 h / 20 °C

3: 99 percent / H₂ / PtO₂ / ethanol / 1.5 h / 20 °C / 760 Torr

4: 72 percent / Na(Hg); Na₂HPO₄ / methanol / 3 h / 20 °C

5: 95 percent / BH₃*Me₂S / tetrahydrofuran / 2.5 h / 0 - 20 °C

6: 88 percent / HCl; H₂O / tetrahydrofuran / 14 h / 20 °C

With hydrogenchloride; disodium hydrogenphosphate; sodium amalgam; dimethylsulfide borane complex; water; hydrogen; sodium hydrogencarbonate; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile; 1: Oxidation / 2: Condensation / 3: Catalytic hydrogenation / 4: Cyclization / 5: Reduction / 6: Hydrolysis;
DOI:10.1002/(SICI)1521-3765(19991105)5:11<3279::AID-CHEM3279>3.0.CO;2-4