1-(tert-butyl) 2-methyl (2S,3S)-3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1,2-dicarboxylate

Base Information

Chemical Name:1-(tert-butyl) 2-methyl (2S,3S)-3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1,2-dicarboxylate
CAS No.:908023-33-6
Molecular Formula:C₂₇H₃₇NO₅Si
Molecular Weight:483.68
Hs Code.:

Synonyms:1-(tert-butyl) 2-methyl (2S,3S)-3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1,2-dicarboxylate

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Chemical Property of 1-(tert-butyl) 2-methyl (2S,3S)-3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1,2-dicarboxylate

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Technology Process of 1-(tert-butyl) 2-methyl (2S,3S)-3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1,2-dicarboxylate

There total 1 articles about 1-(tert-butyl) 2-methyl (2S,3S)-3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1,2-dicarboxylate 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%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 184046-78-4
(2S,3S)-1-tert-butyl-2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate

: 908023-33-6
1-(tert-butyl) 2-methyl (2S,3S)-3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1,2-dicarboxylate

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1002/anie.201510418

Reference yield:

: 908023-33-6
1-(tert-butyl) 2-methyl (2S,3S)-3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1,2-dicarboxylate

: tert-butyl (2S,3S)-3-((tert-butyldiphenylsilyl)oxy)-2-formylpyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium borohydride / tetrahydrofuran / 4 h / 0 - 20 °C

2: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane; acetonitrile / 4 h / 20 °C

With lithium borohydride; tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/anie.201510418

Reference yield:

: 908023-33-6
1-(tert-butyl) 2-methyl (2S,3S)-3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1,2-dicarboxylate

: tert-butyl (2R,3S)-3-((tert-butyldiphenylsilyl)oxy)-2-((Z)-prop-1-en-1-yl)pyrrolidine-1-carboxylate

: tert-Butyl (2R,3S)-3-((tert-butyldiphenylsilyl)oxy)-2-((E)-prop-1-en-1-yl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium borohydride / tetrahydrofuran / 4 h / 0 - 20 °C

2.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane; acetonitrile / 4 h / 20 °C

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C

3.2: 4 h / -78 - 20 °C

With lithium borohydride; tetrapropylammonium perruthennate; sodium hexamethyldisilazane; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/anie.201510418