(4S,5S)-N-<(R)-1-phenylethyl>-5-(cyclohexylmethyl)-4-<(tert-butyldimethylsilyl)oxy>pyrrolidin-2-one

Base Information

Chemical Name:(4S,5S)-N-<(R)-1-phenylethyl>-5-(cyclohexylmethyl)-4-<(tert-butyldimethylsilyl)oxy>pyrrolidin-2-one
CAS No.:127132-17-6
Molecular Formula:C₂₅H₄₁NO₂Si
Molecular Weight:415.692
Hs Code.:

Synonyms:(4S,5S)-N-<(R)-1-phenylethyl>-5-(cyclohexylmethyl)-4-<(tert-butyldimethylsilyl)oxy>pyrrolidin-2-one

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Chemical Property of (4S,5S)-N-<(R)-1-phenylethyl>-5-(cyclohexylmethyl)-4-<(tert-butyldimethylsilyl)oxy>pyrrolidin-2-one

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Technology Process of (4S,5S)-N-<(R)-1-phenylethyl>-5-(cyclohexylmethyl)-4-<(tert-butyldimethylsilyl)oxy>pyrrolidin-2-one

There total 5 articles about (4S,5S)-N-<(R)-1-phenylethyl>-5-(cyclohexylmethyl)-4-<(tert-butyldimethylsilyl)oxy>pyrrolidin-2-one 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: 98.0%

: 127132-13-2
(4S,5S)-N-<(R)-1-phenylethyl>-5-(cyclohexylmethyl)-4-hydroxypyrrolidin-2-one

: 18162-48-6
tert-butyldimethylsilyl chloride

: 127132-17-6
(4S,5S)-N-<(R)-1-phenylethyl>-5-(cyclohexylmethyl)-4-<(tert-butyldimethylsilyl)oxy>pyrrolidin-2-one

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; for 36h; Ambient temperature;
DOI:10.1021/jo00299a045

Reference yield:

: 127182-09-6
N-<(R)-1-phenylethyl>thioacetamide

: 127132-17-6
(4S,5S)-N-<(R)-1-phenylethyl>-5-(cyclohexylmethyl)-4-<(tert-butyldimethylsilyl)oxy>pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1) n-BuLi / THF, 2) -78 deg C, 10s

2: K₂CO₃ / tetrahydrofuran / 15 h / Ambient temperature

3: I₂ / tetrahydrofuran / 48 h / 5 °C

4: 1) CuBr*SMe₂ / 1) THF, -35 deg C, 5 min, 2) -30 deg C, 6 h

5: 98 percent / imidazole, DMAP / dimethylformamide / 36 h / Ambient temperature

With 1H-imidazole; dmap; n-butyllithium; copper(I) bromide dimethylsulfide complex; iodine; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00299a045

Reference yield:

: (S)-3-Hydroxy-N-((R)-1-phenyl-ethyl)-pent-4-enimidothioic acid methyl ester

: 127132-17-6
(4S,5S)-N-<(R)-1-phenylethyl>-5-(cyclohexylmethyl)-4-<(tert-butyldimethylsilyl)oxy>pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: I₂ / tetrahydrofuran / 48 h / 5 °C

2: 1) CuBr*SMe₂ / 1) THF, -35 deg C, 5 min, 2) -30 deg C, 6 h

3: 98 percent / imidazole, DMAP / dimethylformamide / 36 h / Ambient temperature

With 1H-imidazole; dmap; copper(I) bromide dimethylsulfide complex; iodine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00299a045