1H-Pyrrole-1-carboxylic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-2,3-dihydro-, phenylmethyl ester, (2R,3S)-

Base Information

Chemical Name:1H-Pyrrole-1-carboxylic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-2,3-dihydro-, phenylmethyl ester, (2R,3S)-
CAS No.:325771-73-1
Molecular Formula:C25H43NO4Si2
Molecular Weight:477.792
Hs Code.:
Mol file:325771-73-1.mol

1H-Pyrrole-1-carboxylic acid,
3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[[(1,1-dimethylethyl)dimethylsil
yl]oxy]methyl]-2,3-dihydro-, phenylmethyl ester, (2R,3S)-

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Chemical Property of 1H-Pyrrole-1-carboxylic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-2,3-dihydro-, phenylmethyl ester, (2R,3S)-

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Technology Process of 1H-Pyrrole-1-carboxylic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-2,3-dihydro-, phenylmethyl ester, (2R,3S)-

There total 7 articles about 1H-Pyrrole-1-carboxylic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[[(1,1-dimethylethyl)dimethylsil yl]oxy]methyl]-2,3-dihydro-, phenylmethyl ester, (2R,3S)- 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:

: 501-53-1,94274-21-2
benzyl chloroformate

: 3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-2,3-dihydro-1H-pyrrole

: 325771-73-1
N-(benzyloxycarbonyl)-(4S)-(tert-butyldimethylsilyloxy)-(5R)-(tert-butyldimethylsilyloxymethyl)-aza-2-cyclopenten

Guidance literature:: With triethylamine; In tetrahydrofuran; hexane; at 20 ℃; for 8h;
DOI:10.1021/ol007029s

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 325771-73-1
N-(benzyloxycarbonyl)-(4S)-(tert-butyldimethylsilyloxy)-(5R)-(tert-butyldimethylsilyloxymethyl)-aza-2-cyclopenten

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / tetrahydrofuran / 2 h / 20 °C

2: 11.0 g / piperidine / tetrahydrofuran / 12 h / 20 °C

3: N-chlorosuccinimide / hexane / 1 h / 20 °C

4: lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran; hexane / -78 - 0 °C

5: 5.92 g / Et₃N / tetrahydrofuran; hexane / 8 h / 20 °C

With piperidine; 1H-imidazole; N-chloro-succinimide; 2,2,6,6-tetramethylpiperidinyl-lithium; triethylamine; In tetrahydrofuran; hexane;
DOI:10.1021/ol007029s

Reference yield:

: 166047-90-1
(2R,3S)-N-[(9-fluorenylmethoxy)carbonyl]-3-hydroxy-2-(hydroxymethyl)pyrrolidine

: 325771-73-1
N-(benzyloxycarbonyl)-(4S)-(tert-butyldimethylsilyloxy)-(5R)-(tert-butyldimethylsilyloxymethyl)-aza-2-cyclopenten

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / tetrahydrofuran / 2 h / 20 °C

2: 11.0 g / piperidine / tetrahydrofuran / 12 h / 20 °C

3: N-chlorosuccinimide / hexane / 1 h / 20 °C

4: lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran; hexane / -78 - 0 °C

5: 5.92 g / Et₃N / tetrahydrofuran; hexane / 8 h / 20 °C

With piperidine; 1H-imidazole; N-chloro-succinimide; 2,2,6,6-tetramethylpiperidinyl-lithium; triethylamine; In tetrahydrofuran; hexane;
DOI:10.1021/ol007029s