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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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N-BENZYL-L-PROLINE Suppliers

Pure Chemistry Scientific Inc.
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31795-93-4, N-BENZYL-L-PROLINERelated Search:


  • (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
  • pharmacetical
  • Amino Acid Derivatives
  • Amino Acids 13C, 2H, 15N
  • Amino Acids & Derivatives
  • Chiral Reagents