(3S,3aS,6aS)-5-<(Trimethylsilyl)oxy>-3-(methoxymethoxymethyl)-6-methyl-2-(toluene-4-sulfonyl)-1,2,3,3a,4,6a-hexahydrocyclopentapyrrole

Base Information

Chemical Name:(3S,3aS,6aS)-5-<(Trimethylsilyl)oxy>-3-(methoxymethoxymethyl)-6-methyl-2-(toluene-4-sulfonyl)-1,2,3,3a,4,6a-hexahydrocyclopentapyrrole
CAS No.:150674-65-0
Molecular Formula:C₂₁H₃₃NO₅SSi
Molecular Weight:439.648
Hs Code.:

(3S,3aS,6aS)-5-<(Trimethylsilyl)oxy>-3-(methoxymethoxymethyl)-6-methyl-2-(toluene-4-sulfonyl)-1,2,3,3a,4,6a-hexahydrocyclopenta<c>pyrrole

Synonyms:(3S,3aS,6aS)-5-<(Trimethylsilyl)oxy>-3-(methoxymethoxymethyl)-6-methyl-2-(toluene-4-sulfonyl)-1,2,3,3a,4,6a-hexahydrocyclopentapyrrole

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Chemical Property of (3S,3aS,6aS)-5-<(Trimethylsilyl)oxy>-3-(methoxymethoxymethyl)-6-methyl-2-(toluene-4-sulfonyl)-1,2,3,3a,4,6a-hexahydrocyclopentapyrrole

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Technology Process of (3S,3aS,6aS)-5-<(Trimethylsilyl)oxy>-3-(methoxymethoxymethyl)-6-methyl-2-(toluene-4-sulfonyl)-1,2,3,3a,4,6a-hexahydrocyclopentapyrrole

There total 12 articles about (3S,3aS,6aS)-5-<(Trimethylsilyl)oxy>-3-(methoxymethoxymethyl)-6-methyl-2-(toluene-4-sulfonyl)-1,2,3,3a,4,6a-hexahydrocyclopentapyrrole 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: 95.0%

: 75-77-4
chloro-trimethyl-silane

: 150674-64-9
(1S,3aS,4S,6aS)-1-(Methoxymethoxymethyl)-4-methyl-2-(toluene-4-sulfonyl)hexahydrocyclopentapyrrol-5-one

: 150674-65-0
(3S,3aS,6aS)-5-<(Trimethylsilyl)oxy>-3-(methoxymethoxymethyl)-6-methyl-2-(toluene-4-sulfonyl)-1,2,3,3a,4,6a-hexahydrocyclopentapyrrole

Guidance literature:: With ethylmagnesium bromide; iron(III) chloride; In tetrahydrofuran; diethyl ether; Ambient temperature;
DOI:10.1016/S0040-4039(00)79176-3

Reference yield:

: 158839-32-8
(S)-3-(but-2-ynyl)-4-vinyloxazolidin-2-one

: 150674-65-0
(3S,3aS,6aS)-5-<(Trimethylsilyl)oxy>-3-(methoxymethoxymethyl)-6-methyl-2-(toluene-4-sulfonyl)-1,2,3,3a,4,6a-hexahydrocyclopentapyrrole

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Co₂(CO)8, 2.) Me₃NO / 1.) CH₂CL₂, r.t., 1 h, 2.) r.t., 2 h

2: 4 N aq. HCl / 6 h / Heating

3: Ambient temperature

4: 98 percent / H₂ / 10percent Pd/C / ethyl acetate / 1 h / 760 Torr

5: diisopropylethylamine / CH₂Cl₂ / 3 h / Ambient temperature

6: 95 percent / Fe(O), Et₃N, HMPA / diethyl ether; tetrahydrofuran / 1.) r.t., 10 min, 2.) r.t., 2 h

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; iron(II) oxide; dicobalt octacarbonyl; trimethylamine-N-oxide; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/jo00102a021

Reference yield:

: 1026379-71-4
(3S,3aS)-3-Hydroxymethyl-6-methyl-2,3,3a,4-tetrahydro-1H-cyclopenta[c]pyrrol-5-one

: 150674-65-0
(3S,3aS,6aS)-5-<(Trimethylsilyl)oxy>-3-(methoxymethoxymethyl)-6-methyl-2-(toluene-4-sulfonyl)-1,2,3,3a,4,6a-hexahydrocyclopentapyrrole

Guidance literature:: Multi-step reaction with 4 steps

1: Ambient temperature

2: 98 percent / H₂ / 10percent Pd/C / ethyl acetate / 1 h / 760 Torr

3: diisopropylethylamine / CH₂Cl₂ / 3 h / Ambient temperature

4: 95 percent / Fe(O), Et₃N, HMPA / diethyl ether; tetrahydrofuran / 1.) r.t., 10 min, 2.) r.t., 2 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; iron(II) oxide; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/jo00102a021