benzyl-{3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidin-1-yl]-prop-1-ynyl}-carbamic acid methyl ester

Base Information

Chemical Name:benzyl-{3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidin-1-yl]-prop-1-ynyl}-carbamic acid methyl ester
CAS No.:877461-75-1
Molecular Formula:C₂₃H₃₄N₂O₄Si
Molecular Weight:430.619
Hs Code.:

benzyl-{3-[2-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidin-1-yl]-prop-1-ynyl}-carbamic acid methyl ester

Synonyms:benzyl-{3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidin-1-yl]-prop-1-ynyl}-carbamic acid methyl ester

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Chemical Property of benzyl-{3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidin-1-yl]-prop-1-ynyl}-carbamic acid methyl ester

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Technology Process of benzyl-{3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidin-1-yl]-prop-1-ynyl}-carbamic acid methyl ester

There total 5 articles about benzyl-{3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidin-1-yl]-prop-1-ynyl}-carbamic acid methyl ester 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: 55.0%

: 877461-74-0
1-(3-bromo-prop-2-ynyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-2-one

: 5817-70-9
methyl N-benzylcarbamate

: 877461-75-1
benzyl-{3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidin-1-yl]-prop-1-ynyl}-carbamic acid methyl ester

Guidance literature:: With potassium phosphate; 1,10-Phenanthroline; copper(II) sulfate; In toluene; at 65 - 70 ℃; for 48h;
DOI:10.1021/ol052487s

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 877461-75-1
benzyl-{3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidin-1-yl]-prop-1-ynyl}-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / imidazole / CH₂Cl₂ / 4 h / 20 °C

2.1: 90 percent / NaH / tetrahydrofuran; various solvent(s); toluene / 24 h / 20 °C

3.1: LHMDS / tetrahydrofuran / 0.17 h / -78 °C

3.2: 51 percent / Br₂ / tetrahydrofuran / 0.08 h / -78 °C

4.1: 55 percent / K₃PO₄; CuSO₄*5H₂O; 1,10-phenanthroline / toluene / 48 h / 65 - 70 °C

With 1H-imidazole; potassium phosphate; 1,10-Phenanthroline; sodium hydride; copper(II) sulfate; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol052487s

Reference yield:

: 877461-73-9
5-(tert-butyl-dimethyl-silanyloxymethyl)-1-prop-2-ynyl-pyrrolidin-2-one

: 877461-75-1
benzyl-{3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidin-1-yl]-prop-1-ynyl}-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: LHMDS / tetrahydrofuran / 0.17 h / -78 °C

1.2: 51 percent / Br₂ / tetrahydrofuran / 0.08 h / -78 °C

2.1: 55 percent / K₃PO₄; CuSO₄*5H₂O; 1,10-phenanthroline / toluene / 48 h / 65 - 70 °C

With potassium phosphate; 1,10-Phenanthroline; copper(II) sulfate; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;
DOI:10.1021/ol052487s