ChemicalBook > CAS DataBase List > N-BENZYL-L-PROLINE

N-BENZYL-L-PROLINE

Product Name: N-BENZYL-L-PROLINE
CAS No.: 31795-93-4
Chemical Name: N-BENZYL-L-PROLINE
Synonyms: Bz-Pro-OH;BZL-PRO-OH;Bzl-L-Pro-OH;AKOS B006505;1-BENZYLPROLINE;BENZYL-L-PROLINE;(S)-Benzylproline;N-BENZYL-L-PROLINE;1-N-BENZYL-PROLINE;1-Benzoyl-L-proline
CBNumber: CB9725254
Molecular Formula: C12H15NO2
Formula Weight: 205.25
MOL File: 31795-93-4.mol

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N-BENZYL-L-PROLINE Property

Melting point:: 168-171°C
Boiling point:: 343.1±35.0 °C(Predicted)
Density: 1.205
storage temp.: Sealed in dry,2-8°C
solubility: Acetone (Slightly), Dichloromethane (Slightly), Methanol (Slightly)
form: Solid
pka: 2.35±0.20(Predicted)
color: White
optical activity: Consistent with structure
CAS DataBase Reference: 31795-93-4(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Hazard Note: Irritant
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical

Product number: P3009
Product name: Bzl-L-Pro-OH
Purity: min. 95.0 %
Packaging: 1G
Price: $156
Updated: 2025/07/31

TRC

Product number: B288640
Product name: N-Benzyl-(S)-proline
Packaging: 2g
Price: $200
Updated: 2021/12/16

Chem-Impex

Product number: 05315
Product name: Benzyl-L-proline,99%(HPLC)
Purity: 99%(HPLC)
Packaging: 1G
Price: $40.54
Updated: 2021/12/16

Activate Scientific

Product number: AS48782
Product name: (S)-1-Benzylpyrrolidine-2-carboxylic acid
Purity: 98% ee
Packaging: 1g
Price: $43
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB18315
Product name: N-Benzyl-(S)-proline
Packaging: 500mg
Price: $50
Updated: 2021/12/16

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N-BENZYL-L-PROLINE Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

A reagent for the synthesis of optically pure a-amino-acids

Uses

A reagent for the synthesis of optically pure α-amino-acids.

Synthesis

100-44-7

147-85-3

31795-93-4

L-proline (5.00 g, 43.44 mmol, 1.0 eq.) and potassium hydroxide (9.78 g, 174.3 mmol, 4 eq.) were dissolved in isopropanol (50 mL) and stirred at 40 °C until the solution was clarified. Subsequently, benzyl chloride (8.25 g, 7.50 mL, 65.2 mmol, 1.5 eq.) was added and the reaction continued to be stirred at 40 °C for 6 hours. Upon completion of the reaction, the reaction solution was neutralized with concentrated aqueous hydrochloric acid to pH 5-6. After neutralization, chloroform (30 mL) was added and the mixture was stirred overnight. The resulting precipitate was removed by filtration and the precipitate was washed with chloroform (30 mL). The organic phases were combined and the solvent was evaporated under vacuum. The resulting residue was treated with acetone (30 mL) to precipitate the crude product, which was filtered and washed with acetone to afford the white solid product (S)-1-benzylpyrrolidine-2-carboxylic acid (5.39 g, 26.26 mmol, 60% yield). The product was characterized as follows: Rf 0.09 (dichloromethane:methanol = 9:1); melting point 175 °C (literature value 167 °C); νmax(neat)/ cm-1 3041, 2992, 2969, 1634, 1450, 1375, 1311, 1190, 753, 704; 1H NMR (300 MHz, D2O) δ 7.53 (s, br, 5H, Ar-H), 4.40 (s, 2H, CH2Ph), 4.01 (dd, 1H, J = 6.7, 9.3 Hz, CHCO2H), 3.73-3.58 (m, 1H, CH2CH2aN), 3.38-3.21 (m, 1H, CH2CH2bN), 2.62-2.41 (m, 1H, CH2aCH), 2.27-1.89 (m, 3H, CH2bCH and CH2CH2N); 13C NMR (75 MHz, D2O) δ 173.54, 130.55, 130.05, 129.96, 129.25, 68.24, 58.30, 54.61, 28.79, 22.78; HRMS m/z ( ESI) 206.1215 ([M + H]+, calculated value 206.1165).

References

[1] Organic and biomolecular chemistry, 2003, vol. 1, # 17, p. 3010 - 3014
[2] Tetrahedron Asymmetry, 1998, vol. 9, # 23, p. 4249 - 4252
[3] Advanced Synthesis and Catalysis, 2014, vol. 356, # 10, p. 2203 - 2208
[4] Journal of Organic Chemistry, 2003, vol. 68, # 18, p. 7104 - 7107
[5] Journal of Organic Chemistry, 2011, vol. 76, # 6, p. 1513 - 1520

N-BENZYL-L-PROLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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31795-93-4, N-BENZYL-L-PROLINERelated Search:

TRANS-1-BENZOYL-4-HYDROXY-L-PROLINE METHYL ESTER N-BENZYL-D-PROLINE ETHYL ESTER (2S,4S)-4-AMINO-1-BENZOYL-PYRROLIDINE-2-CARBOXYLIC ACID (S)-1-BENZYL-5-CARBOXY-2-PYRROLIDINONE N-BENZYL-L-PROLINE PROLINE, 5-OXO-1-(PHENYLMETHYL)-, ETHYL ESTER N-BENZYL-(S)-PROLINE, HYDROCHLORIDE 2-CLTRT RESIN-PRO-OBT Trityl-L-Proline N-BENZYL-L-PROLINE ETHYL ESTER (2R,6R,8S,12S)-1-AZA-10-OXA-12-PHENYLTRICYCLO[6.4.01,8.02,6]DODECAN-9-ONE L-Proline, 1-benzoyl-4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (4S)- (9CI) BOC-(R)-GAMMA-(4-FLUORO-BENZYL)-L-PROLINE BOC-(R)-GAMMA-(4-CHLORO-BENZYL)-L-PROLINE (R)-GAMMA-(4-METHYL-BENZYL)-L-PROLINE-HCL (R)-GAMMA-(3-METHYL-BENZYL)-L-PROLINE-HCL (R)-GAMMA-(3-NITRO-BENZYL)-L-PROLINE-HCL (R)-GAMMA-(4-CHLORO-BENZYL)-L-PROLINE-HCL

(S)-1-N-(benzyl)-L-proline

(2S)-1-Benzylpyrrolidin-2-ylcarboxylic Acid

(S)-Benzylproline

1-(PhenylMethyl)-L-proline

1-(phenylnethyl)-L-proline

L-Proline, 1-(phenylmethyl)-

1-(benzyl)-L-proline

1-(Phenylethyl)-l-proline

(2S)-1-(Phenylcarbonyl)pyrrolidine-2-carboxylic acid

(2S)-1-Benzoylpyrrolidine-2α-carboxylic acid

1-Benzoyl-L-proline

Bz-Pro-OH

Bzl-L-Pro-OH

N-alpha-Benzyl-L-proline

(2S)-1-BENZYL-PYRROLIDINE-2-CARBOXYLIC ACID

1-BENZYL-PYRROLIDINE-2-CARBOXYLIC ACID

1-BENZYLPROLINE

1-BENZYL-PYRROLIDINE-L-2-CARBOXYLIC ACID

AKOS B006505

BENZYL-L-PROLINE

ART-CHEM-BB B006505

BZL-PRO-OH

(S)-Benzyl-pyrrolidine-2-carboxylic acid

Benzyl-L-proline≥ 99% (HPLC)

(S)-1-N-BENZYL-PROLINE

(S)-1-BENZYL-PYRROLIDINE-2-CARBOXYLIC ACID

N-BENZYL-(S)-PROLINE

N-BENZYL-L-PROLINE

1-N-BENZYL-PROLINE

N-BENZYL-L-PROLINE USP/EP/BP

31795-93-4

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