(3S,9S)-3-(tert-butyldiphenylsilanyloxymethyl)-2,3,6,8a-tetrahydro-1H-indolizin-5-one

Base Information

Chemical Name:(3S,9S)-3-(tert-butyldiphenylsilanyloxymethyl)-2,3,6,8a-tetrahydro-1H-indolizin-5-one
CAS No.:612819-94-0
Molecular Formula:C₂₅H₃₁NO₂Si
Molecular Weight:405.612
Hs Code.:

Synonyms:(3S,9S)-3-(tert-butyldiphenylsilanyloxymethyl)-2,3,6,8a-tetrahydro-1H-indolizin-5-one

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Chemical Property of (3S,9S)-3-(tert-butyldiphenylsilanyloxymethyl)-2,3,6,8a-tetrahydro-1H-indolizin-5-one

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Technology Process of (3S,9S)-3-(tert-butyldiphenylsilanyloxymethyl)-2,3,6,8a-tetrahydro-1H-indolizin-5-one

There total 13 articles about (3S,9S)-3-(tert-butyldiphenylsilanyloxymethyl)-2,3,6,8a-tetrahydro-1H-indolizin-5-one 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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: (3S,8aS)-3-Hydroxymethyl-2,3,6,8a-tetrahydro-1H-indolizin-5-one

: 612819-94-0
(3S,9S)-3-(tert-butyldiphenylsilanyloxymethyl)-2,3,6,8a-tetrahydro-1H-indolizin-5-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

: 1-[(2S,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((E)-propenyl)-pyrrolidin-1-yl]-but-3-en-1-one

: 612819-94-0
(3S,9S)-3-(tert-butyldiphenylsilanyloxymethyl)-2,3,6,8a-tetrahydro-1H-indolizin-5-one

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; for 15h; Heating;

Reference yield:

: 138629-30-8,138871-56-4
(S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate

: 612819-94-0
(3S,9S)-3-(tert-butyldiphenylsilanyloxymethyl)-2,3,6,8a-tetrahydro-1H-indolizin-5-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: diisobutylaluminium hydride / toluene / 1.5 h / -78 °C

2.1: triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

3.1: CuBr*Me₂S / diethyl ether; tetrahydrofuran / 0.67 h / -40 °C

3.2: 1.1 g / boron trifluoride diethyl etherate / diethyl ether; tetrahydrofuran / 5 h / -40 - 0 °C

4.1: TMSOTf; i-Pr₂NEt / CH₂Cl₂ / 1.5 h / 0 °C

5.1: EDC; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.75 h

6.1: 2.14 g / Cl₂(Cy₃P)2Ru=CHPh / CH₂Cl₂ / 15 h / Heating

With dmap; Grubbs catalyst first generation; copper(I) bromide dimethylsulfide complex; trimethylsilyl trifluoromethanesulfonate; diisobutylaluminium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 6.1: Grubbs ring-closure metathesis reaction;