(2S,4R)-N-tert-butyloxycarbonyl-4-hydroxy-2-(dibenzylphosphoxymethyl)pyrrolidine

Base Information

Chemical Name:(2S,4R)-N-tert-butyloxycarbonyl-4-hydroxy-2-(dibenzylphosphoxymethyl)pyrrolidine
CAS No.:615583-00-1
Molecular Formula:C₂₄H₃₂NO₇P
Molecular Weight:477.494
Hs Code.:

Synonyms:(2S,4R)-N-tert-butyloxycarbonyl-4-hydroxy-2-(dibenzylphosphoxymethyl)pyrrolidine

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Chemical Property of (2S,4R)-N-tert-butyloxycarbonyl-4-hydroxy-2-(dibenzylphosphoxymethyl)pyrrolidine

Chemical Property:

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Technology Process of (2S,4R)-N-tert-butyloxycarbonyl-4-hydroxy-2-(dibenzylphosphoxymethyl)pyrrolidine

There total 8 articles about (2S,4R)-N-tert-butyloxycarbonyl-4-hydroxy-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: 92.8%

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

: 615583-00-1
(2S,4R)-N-tert-butyloxycarbonyl-4-hydroxy-2-(dibenzylphosphoxymethyl)pyrrolidine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/jm020541u

Reference yield:

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

: 615583-00-1
(2S,4R)-N-tert-butyloxycarbonyl-4-hydroxy-2-(dibenzylphosphoxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 7 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

7: 92.8 percent / n-Bu₄NF / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; 1H-tetrazole; dmap; sodium hydroxide; lithium borohydride; tetrabutyl ammonium fluoride; 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

: 615583-00-1
(2S,4R)-N-tert-butyloxycarbonyl-4-hydroxy-2-(dibenzylphosphoxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 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

5: 92.8 percent / n-Bu₄NF / tetrahydrofuran / 2 h / 20 °C

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