(5R,2'S,5'S)-5'-diphenyltert-butylsilyloxymethyl-2'-pyrrolidinyl-5-methyltetrahydrofuran

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Chemical Name:(5R,2'S,5'S)-5'-diphenyltert-butylsilyloxymethyl-2'-pyrrolidinyl-5-methyltetrahydrofuran
CAS No.:245648-33-3
Molecular Formula:C₂₆H₃₅NO₃Si
Molecular Weight:437.654
Hs Code.:

Synonyms:(5R,2'S,5'S)-5'-diphenyltert-butylsilyloxymethyl-2'-pyrrolidinyl-5-methyltetrahydrofuran

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Chemical Property of (5R,2'S,5'S)-5'-diphenyltert-butylsilyloxymethyl-2'-pyrrolidinyl-5-methyltetrahydrofuran

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Technology Process of (5R,2'S,5'S)-5'-diphenyltert-butylsilyloxymethyl-2'-pyrrolidinyl-5-methyltetrahydrofuran

There total 7 articles about (5R,2'S,5'S)-5'-diphenyltert-butylsilyloxymethyl-2'-pyrrolidinyl-5-methyltetrahydrofuran 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: 35.0%

: 245648-31-1
(5R,2'S,5'S)-1'-benzyloxycarbonyl-5'-diphenyltert-butylsilyloxymethyl-2'-pyrrolidinyl-5-methylfuran-2(5H)-one

: 245648-33-3
(5R,2'S,5'S)-5'-diphenyltert-butylsilyloxymethyl-2'-pyrrolidinyl-5-methyltetrahydrofuran

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 12h; under 760 Torr;
DOI:10.1016/S0040-4020(99)00452-4

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 245648-33-3
(5R,2'S,5'S)-5'-diphenyltert-butylsilyloxymethyl-2'-pyrrolidinyl-5-methyltetrahydrofuran

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / imidazole / dimethylformamide / 36 h / 20 °C

2: 92 percent / sodium hexamethyldisilazide / tetrahydrofuran / -78 °C

3: 86 percent / NaBH₄ / 1.5 h / -10 °C

4: TMS-OTf / diethyl ether / 36 h / 0 °C

5: 35 percent / H₂ / Pd/C / methanol / 12 h / 760 Torr

With 1H-imidazole; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; 1: Substitution / 2: Acylation / 3: Methylation / 4: Condensation / 5: Catalytic hydrogenation;
DOI:10.1016/S0040-4020(99)00452-4

Reference yield:

: 132974-83-5
(5S)-5-[[(tert-butyldiphenylsilyl)oxy]methyl]pyrrolidin-2-one

: 245648-33-3
(5R,2'S,5'S)-5'-diphenyltert-butylsilyloxymethyl-2'-pyrrolidinyl-5-methyltetrahydrofuran

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / sodium hexamethyldisilazide / tetrahydrofuran / -78 °C

2: 86 percent / NaBH₄ / 1.5 h / -10 °C

3: TMS-OTf / diethyl ether / 36 h / 0 °C

4: 35 percent / H₂ / Pd/C / methanol / 12 h / 760 Torr

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; 1: Acylation / 2: Methylation / 3: Condensation / 4: Catalytic hydrogenation;
DOI:10.1016/S0040-4020(99)00452-4