(3S,4S)-3-methyl-2-oxo-1-((S)-1-phenylethyl)-4-(((triisopropylsilyl)oxy)methyl)pyrrolidine-3-carboxylic acid

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Chemical Name:(3S,4S)-3-methyl-2-oxo-1-((S)-1-phenylethyl)-4-(((triisopropylsilyl)oxy)methyl)pyrrolidine-3-carboxylic acid
CAS No.:1580503-71-4
Molecular Formula:C₂₄H₃₉NO₄Si
Molecular Weight:433.663
Hs Code.:

Synonyms:(3S,4S)-3-methyl-2-oxo-1-((S)-1-phenylethyl)-4-(((triisopropylsilyl)oxy)methyl)pyrrolidine-3-carboxylic acid

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Chemical Property of (3S,4S)-3-methyl-2-oxo-1-((S)-1-phenylethyl)-4-(((triisopropylsilyl)oxy)methyl)pyrrolidine-3-carboxylic acid

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Technology Process of (3S,4S)-3-methyl-2-oxo-1-((S)-1-phenylethyl)-4-(((triisopropylsilyl)oxy)methyl)pyrrolidine-3-carboxylic acid

There total 5 articles about (3S,4S)-3-methyl-2-oxo-1-((S)-1-phenylethyl)-4-(((triisopropylsilyl)oxy)methyl)pyrrolidine-3-carboxylic acid 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%

: 1580503-67-8
(3S,4S,1'S)-1-(1'-phenylethyl)-3-methyl-3-methoxycarbonyl-4-triisopropylsilyloxymethylpyrrolidin-2-one

: 1580503-71-4
(3S,4S)-3-methyl-2-oxo-1-((S)-1-phenylethyl)-4-(((triisopropylsilyl)oxy)methyl)pyrrolidine-3-carboxylic acid

Guidance literature:: (3S,4S,1'S)-1-(1'-phenylethyl)-3-methyl-3-methoxycarbonyl-4-triisopropylsilyloxymethylpyrrolidin-2-one; With sodium hydroxide; In methanol; at 50 ℃; for 3h;

With hydrogenchloride; In methanol; water;
DOI:10.1007/s00726-014-1671-9

Reference yield:

: 1580503-64-5
(3S,4S,1'S)-1-(1'-phenylethyl)-3-methyl-4-triisopropylsilyloxymethylpyrrolidin-2-one

: 1580503-71-4
(3S,4S)-3-methyl-2-oxo-1-((S)-1-phenylethyl)-4-(((triisopropylsilyl)oxy)methyl)pyrrolidine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -15 °C / Inert atmosphere

1.2: 0.17 h / -15 °C / Inert atmosphere

2.1: sodium hydroxide / methanol / 3 h / 50 °C

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; sodium hydroxide; In tetrahydrofuran; methanol; hexane;
DOI:10.1007/s00726-014-1671-9

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 1580503-71-4
(3S,4S)-3-methyl-2-oxo-1-((S)-1-phenylethyl)-4-(((triisopropylsilyl)oxy)methyl)pyrrolidine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / dichloromethane / 8 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -15 °C / Inert atmosphere

2.2: 0.17 h / -15 °C / Inert atmosphere

3.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -15 °C / Inert atmosphere

3.2: 0.17 h / -15 °C / Inert atmosphere

4.1: sodium hydroxide / methanol / 3 h / 50 °C

With 2,2,6,6-tetramethyl-piperidine; 1H-imidazole; n-butyllithium; sodium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1007/s00726-014-1671-9