N-Benzyl-L-proline
- CAS No.
- 31795-93-4
- Chemical Name:
- N-Benzyl-L-proline
- Synonyms
- (S)-Benzylproline;BENZYL-L-PROLINE;1-BENZYL-PYRROLIDINE-2-CARBOXYLIC ACID;Bz-Pro-OH;BZL-PRO-OH;Bzl-L-Pro-OH;AKOS B006505;1-BENZYLPROLINE;1-N-BENZYL-PROLINE;N-Benzyl-L-proline
- CBNumber:
- CB9725254
- Molecular Formula:
- C12H15NO2
- Molecular Weight:
- 205.25
- MDL Number:
- MFCD00235894
- MOL File:
- 31795-93-4.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
| Hazard Codes | Xi |
| Hazard Note | Irritant |
| HS Code | 2933998090 |
N-Benzyl-L-proline price More Price(70)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | P3009 | Bzl-L-Pro-OH min. 95.0 % | 31795-93-4 | 1G | $125 | 2026-04-30 | Buy |
| Usbiological | B1078-05K | N-Benzyl-(S)-proline | 31795-93-4 | 1g | $403 | 2026-06-03 | Buy |
| Usbiological | 262329 | N-Benzyl-(S)-proline | 31795-93-4 | 1g | $360 | 2026-06-03 | Buy |
| Usbiological | 262329 | N-Benzyl-(S)-proline | 31795-93-4 | 2g | $528 | 2026-06-03 | Buy |
| Usbiological | 262329 | N-Benzyl-(S)-proline | 31795-93-4 | 5g | $821 | 2026-06-03 | Buy |
N-Benzyl-L-proline Chemical Properties, Uses, 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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Shanghai Sinch Parmaceuticals Tech. Co. Ltd. | +86-21-54098501 | sales@sinch.com.cn | China | 11592 | 64 |
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Adamas Reagent, Ltd. | 400-6009262 15618770481 | yhx@titansci.com | China | 14098 | 59 |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16306 | 64 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
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