(2S)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(methoxycarbonyl)-4-pyrroline

Base Information

Chemical Name:(2S)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(methoxycarbonyl)-4-pyrroline
CAS No.:223595-44-6
Molecular Formula:C₂₃H₂₉NO₃Si
Molecular Weight:395.574
Hs Code.:

Synonyms:(2S)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(methoxycarbonyl)-4-pyrroline

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Chemical Property of (2S)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(methoxycarbonyl)-4-pyrroline

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Technology Process of (2S)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(methoxycarbonyl)-4-pyrroline

There total 4 articles about (2S)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(methoxycarbonyl)-4-pyrroline 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%

: (5S)-5-[(tert-butyldiphenylsilyloxy)methyl]-1-(methoxycarbonyl)-2-hydroxypyrrolidine

: 223595-44-6
(2S)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(methoxycarbonyl)-4-pyrroline

Guidance literature:: (5S)-5-[(tert-butyldiphenylsilyloxy)methyl]-1-(methoxycarbonyl)-2-hydroxypyrrolidine; With 2,6-dimethylpyridine; trifluoroacetic anhydride; In toluene; at 0 ℃; for 7h;

for 0.333333h; Heating;
DOI:10.1021/jo9903297

Reference yield:

: 132974-83-5
(5S)-5-[[(tert-butyldiphenylsilyl)oxy]methyl]pyrrolidin-2-one

: 223595-44-6
(2S)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(methoxycarbonyl)-4-pyrroline

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / LDA / tetrahydrofuran / 2 h / -78 °C

2.1: 93 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

3.1: (CF₃CO)2O; 2,6-lutidine / toluene / 7 h / 0 °C

3.2: 95 percent / 0.33 h / Heating

With 2,6-dimethylpyridine; diisobutylaluminium hydride; trifluoroacetic anhydride; lithium diisopropyl amide; In tetrahydrofuran; hexane; toluene; 1.1: Acylation / 2.1: Reduction / 3.1: Acylation / 3.2: Elimination;
DOI:10.1021/jo9903297

Reference yield:

: 245674-31-1
(5S)-5-[(tert-butyldiphenylsilyloxy)methyl]-1-(methoxycarbonyl)-2-pyrrolidinone

: 223595-44-6
(2S)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(methoxycarbonyl)-4-pyrroline

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

2.1: (CF₃CO)2O; 2,6-lutidine / toluene / 7 h / 0 °C

2.2: 95 percent / 0.33 h / Heating

With 2,6-dimethylpyridine; diisobutylaluminium hydride; trifluoroacetic anhydride; In tetrahydrofuran; hexane; toluene; 1.1: Reduction / 2.1: Acylation / 2.2: Elimination;
DOI:10.1021/jo9903297