3-benzoyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:3-benzoyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:628340-26-1
Molecular Formula:C₃₄H₄₃NO₅Si
Molecular Weight:573.805
Hs Code.:

3-benzoyloxy-2-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidine-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:3-benzoyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 3-benzoyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of 3-benzoyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 11 articles about 3-benzoyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl 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: 90.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 628340-25-0
Benzoic acid (2S,3R,4R)-1-benzyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidin-3-yl ester

: 628340-26-1
3-benzoyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 12h; under 760 Torr;
DOI:10.1016/j.tetlet.2003.08.024

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 628340-26-1
3-benzoyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / imidazole / CH₂Cl₂ / 3 h / 20 °C

2: 75 percent / N-bromosuccinimide; H₂O / toluene / 4 h / 20 °C

3: 90 percent / DCC; DMAP / CH₂Cl₂ / 12 h / 20 °C

4: triethylamine / acetonitrile / 20 °C

5: NaBH₄; aq. NaHCO₃ / acetonitrile

6: 85 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

7: 70 percent / dimethylformamide / 4 h / 60 °C

8: 90 percent / hydrogen / Pd/C / methanol / 12 h / 20 °C / 760 Torr

With 1H-imidazole; dmap; sodium tetrahydroborate; N-Bromosuccinimide; water; hydrogen; sodium hydrogencarbonate; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 4: Pummerer reaction;
DOI:10.1016/j.tetlet.2003.08.024

Reference yield:

: 556834-58-3
methyl 4-methyl-5-phenylsulfanyl-(Z,4S)-2-pentenoate

: 628340-26-1
3-benzoyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 93 percent / AlH₃ / diethyl ether / 2 h / 0 °C

2: 95 percent / NaIO₄ / aq. methanol / 16 h / 20 °C

3: 78 percent / imidazole / CH₂Cl₂ / 3 h / 20 °C

4: 75 percent / N-bromosuccinimide; H₂O / toluene / 4 h / 20 °C

5: 90 percent / DCC; DMAP / CH₂Cl₂ / 12 h / 20 °C

6: triethylamine / acetonitrile / 20 °C

7: NaBH₄; aq. NaHCO₃ / acetonitrile

8: 85 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

9: 70 percent / dimethylformamide / 4 h / 60 °C

10: 90 percent / hydrogen / Pd/C / methanol / 12 h / 20 °C / 760 Torr

With 1H-imidazole; aluminium hydride; dmap; sodium tetrahydroborate; sodium periodate; N-Bromosuccinimide; water; hydrogen; sodium hydrogencarbonate; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 6: Pummerer reaction;
DOI:10.1016/j.tetlet.2003.08.024