1-Pyrrolidinecarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[4-(1-hydroxy-3-butenyl)phenyl] -, 1,1-dimethylethyl ester, (2R,4R)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[4-(1-hydroxy-3-butenyl)phenyl] -, 1,1-dimethylethyl ester, (2R,4R)-
CAS No.:390424-09-6
Molecular Formula:C25H41NO4Si
Molecular Weight:447.69
Hs Code.:
Mol file:390424-09-6.mol

1-Pyrrolidinecarboxylic acid,
4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[4-(1-hydroxy-3-butenyl)phenyl]
-, 1,1-dimethylethyl ester, (2R,4R)-

Synonyms:

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[4-(1-hydroxy-3-butenyl)phenyl] -, 1,1-dimethylethyl ester, (2R,4R)-

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Technology Process of 1-Pyrrolidinecarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[4-(1-hydroxy-3-butenyl)phenyl] -, 1,1-dimethylethyl ester, (2R,4R)-

There total 4 articles about 1-Pyrrolidinecarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[4-(1-hydroxy-3-butenyl)phenyl] -, 1,1-dimethylethyl ester, (2R,4R)- 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: 92.0%

: 390424-03-0
(2R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-{4-[(S)-1-((S)-1-hydroxymethyl-2-methyl-propylamino)-but-3-enyl]-phenyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1730-25-2
allylmagnesium bromide

: 390424-09-6
4-(tert-butyl-dimethyl-silanyloxy)-2-[4-(1-hydroxy-but-3-enyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: In tetrahydrofuran; at 0 ℃;
DOI:10.1055/s-2001-18100

Reference yield:

: 228267-22-9
(2R,4R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-(4-formylphenyl)pyrrolidine

: 390424-09-6
4-(tert-butyl-dimethyl-silanyloxy)-2-[4-(1-hydroxy-but-3-enyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / Et₃N; MgSO₄ / tetrahydrofuran / 20 °C

2: 77 percent / Zn / dimethylformamide / 60 °C

3: 85 percent / LiAlH₄ / tetrahydrofuran / 0 °C

4: 92 percent / tetrahydrofuran / 0 °C

With lithium aluminium tetrahydride; magnesium sulfate; triethylamine; zinc; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-2001-18100

Reference yield:

: (2R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(4-{[(E)-(S)-1-methoxycarbonyl-2-methyl-propylimino]-methyl}-phenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 390424-09-6
4-(tert-butyl-dimethyl-silanyloxy)-2-[4-(1-hydroxy-but-3-enyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / Zn / dimethylformamide / 60 °C

2: 85 percent / LiAlH₄ / tetrahydrofuran / 0 °C

3: 92 percent / tetrahydrofuran / 0 °C

With lithium aluminium tetrahydride; zinc; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-2001-18100