cas 118758-48-8, (2S,3R)-3-Phenylpyrrolidine-2-carboxylic acid | Articles data ｜lookchem

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118758-48-8

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Intermediate used for synthesis of (2S, 3R)-3-substituted phenyl pyrrolidine-2-carboxylic acid, and preparation method and applications thereof
The invention relates to an intermediate used for synthesis of (2S, 3R)-3-substituted phenyl pyrrolidine-2-carboxylic acid, and a preparation method and applications thereof. The preparation method ismainly used for solving a technical problem that no app
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(2019/12/08)

Synthesis of non-proteinogenic amino acids using Michael addition to unsaturated orthopyroglutamate derivative
Stereoselective synthesis of non-proteinogenic amino acids via Michael addition to 3,4-didehydropyroglutamate derivative in which the carboxyl function is protected as a 2,7,8-trioxabicyclo[3.2.1]octane (ABO ester) group is described. The obtained 3-subst
Oba, Makoto,Saegusa, Tsuneki,Nishiyama, Naohiro,Nishiyama, Kozaburo
experimental part
p. 128 - 133
(2009/04/06)

Synthesis of Homochiral 3-Substituted Glutamic Acids and Prolines from Pyroglutamic Acid
Efficient syntheses of (2S,3S)-methylproline (5a) and (2S,3R)-phenylproline (5b) are described, starting from the readily available pyroglutaminol derivatives 2a and 2b via conjugate 1,4=addition of organocuprates to 1.Catalytic hydrogenation of 3 from th
Herdeis, Claus,Hubmann, Hans Peter,Lotter, Hermann
p. 351 - 354
(2007/10/02)

Synthesis of Enantio- and Diastereoiso-merically Pure Substituted Prolines via Condensation of Glycine with Olefins Activated by a Carbonyl Group
The glycine fragment in the nickel(II) complex (1) formed from the Schiff's base of glycine and (S)-o-benzophenone (2) undergoes base-catalysed Michael addition to acrylaldehyde, α-methylacrylaldehyde, (E)-crotonaldehyde, (E)-cinnamaldehyde, and methyl vinyl ketone.No products of 1,2-addition were found in the Et3N-catalysed reactions.Addition followed by epimerization of the isomeric complexes proceeds with high diastereoselectivity at Cα (90percent) and Cβ of the corresponding amino acid side chains.After chromatographic separation, the diastereoisomerically pure complexes were decomposed and the resulting dihydropyrrole-2-carboxylic acids reduced with NaBH3CN to give (S)-proline, trans-3-methyl-(S)-proline, trans-5-phenyl-(S)-proline, and a mixture of cis- and trans-5-methyl-(S)-prolines.The chiral auxiliary (2) was recovered in 80-90percent yield.
Belokon', Yuri N.,Bulychev, Aleksandr G.,Pavlov, Viacheslav A.,Fedorova, Eugenia B.,Tsyryapkin, Vladimir A.,et al.
p. 2075 - 2084
(2007/10/02)

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Chemical Properties

Appearance/Colour :white to off-white powder
Melting Point: 234-236 °C
Boiling Point: 372.8 °C at 760 mmHg
Flash Point:179.3 °C
Density: 1.186g/cm³
Storage Temp.:Keep in dark place,Inert atmosphere,Room temperature
Vapor Pressure: 3.22E-06mmHg at 25°C
Refractive Index: 1.562
PKA: 2.19±0.40(Predicted)
PSA: 49.33000
LogP: 1.54550

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