(2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]-2-(dibenzylphosphoxymethyl)pyrrolidine

Base Information

Chemical Name:(2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]-2-(dibenzylphosphoxymethyl)pyrrolidine
CAS No.:615582-99-5
Molecular Formula:C₄₀H₅₀NO₇PSi
Molecular Weight:715.899
Hs Code.:

Synonyms:(2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]-2-(dibenzylphosphoxymethyl)pyrrolidine

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Chemical Property of (2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]-2-(dibenzylphosphoxymethyl)pyrrolidine

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Technology Process of (2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]-2-(dibenzylphosphoxymethyl)pyrrolidine

There total 8 articles about (2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]-2-(dibenzylphosphoxymethyl)pyrrolidine 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:

: 2-(bis-benzyloxy-phosphanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 615582-99-5
(2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]-2-(dibenzylphosphoxymethyl)pyrrolidine

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jm020541u

Reference yield:

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

: 615582-99-5
(2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]-2-(dibenzylphosphoxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 62 percent / aq. NaOH / 2-methyl-propan-2-ol / 20 °C

2: 95 percent / diethyl ether; methanol

3: 45 percent / imidazole; DMAP / dimethylformamide / 20 °C

4: 100 percent / LiBH₄ / tetrahydrofuran / 2 h / 20 °C

5: 1H-tetrazole / CH₂Cl₂ / 3 h / 20 °C

6: mCPBA / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; 1H-tetrazole; dmap; sodium hydroxide; lithium borohydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm020541u

Reference yield:

: 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

: 615582-99-5
(2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]-2-(dibenzylphosphoxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 45 percent / imidazole; DMAP / dimethylformamide / 20 °C

2: 100 percent / LiBH₄ / tetrahydrofuran / 2 h / 20 °C

3: 1H-tetrazole / CH₂Cl₂ / 3 h / 20 °C

4: mCPBA / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; 1H-tetrazole; dmap; lithium borohydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm020541u