N-Benzyloxycarbonyl-D-proline
- CAS No.
- 6404-31-5
- Chemical Name:
- N-Benzyloxycarbonyl-D-proline
- Synonyms
- Z-D-PRO-OH;N-CARBOBENZOXY-D-PROLINE;(R)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid;D-Z-PRO;Z-D-Pro;Cbz-D-Pro;Z-D-Pro-0H;PROLINA-Z-D;Z-D-PROLINE;CBZ-D-PRO-OH
- CBNumber:
- CB6295385
- Molecular Formula:
- C13H15NO4
- Molecular Weight:
- 249.26
- MDL Number:
- MFCD00063228
- MOL File:
- 6404-31-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| (+)-Z-D-proline 98% | 860735 | 500MG | $63.9 |
| N-Carbobenzoxy-D-proline >98.0%(HPLC)(T) | C1730 | 5g | $36 |
| N-Carbobenzoxy-D-proline >98.0%(HPLC)(T) | C1730 | 25g | $103 |
| N-(Benzyloxycarbonyl)-D-proline | 457366 | 1g | $403 |
| N-(Benzyloxycarbonyl)-D-proline | 457366 | 10g | $531 |
| More product size | |||
| Melting point | 76-78 °C(lit.) |
|---|---|
| alpha | 40 º (c=2, EtOH) |
| Boiling point | 432.3±45.0 °C(Predicted) |
| Density | 1.309±0.06 g/cm3(Predicted) |
| refractive index | 40 ° (C=2, EtOH) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly) |
| form | Crystalline Powder or Powder |
| pka | 3.99±0.20(Predicted) |
| color | White |
| optical activity | [α]25/D +40.2°, c = 2 in ethanol |
| BRN | 485188 |
| InChI | InChI=1S/C13H15NO4/c15-12(16)11-7-4-8-14(11)13(17)18-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,15,16)/t11-/m1/s1 |
| InChIKey | JXGVXCZADZNAMJ-LLVKDONJSA-N |
| SMILES | N1(C(OCC2=CC=CC=C2)=O)CCC[C@@H]1C(O)=O |
| CAS DataBase Reference | 6404-31-5(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H335-H319-H302-H315-H332 | |||||||||
| Precautionary statements | P264-P280-P305+P351+P338-P337+P313P-P261-P271-P304+P340-P312-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501 | |||||||||
| Hazard Codes | Xi | |||||||||
| Safety Statements | 24/25 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 29339900 | |||||||||
| REACH Registrations | Active | |||||||||
| NFPA 704 |
|
N-Benzyloxycarbonyl-D-proline price More Price(89)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 860735 | (+)-Z-D-proline 98% | 6404-31-5 | 500MG | $63.9 | 2023-01-07 | Buy |
| TCI Chemical | C1730 | N-Carbobenzoxy-D-proline >98.0%(HPLC)(T) | 6404-31-5 | 5g | $36 | 2026-04-30 | Buy |
| TCI Chemical | C1730 | N-Carbobenzoxy-D-proline >98.0%(HPLC)(T) | 6404-31-5 | 25g | $103 | 2026-04-30 | Buy |
| Usbiological | 457366 | N-(Benzyloxycarbonyl)-D-proline | 6404-31-5 | 1g | $403 | 2026-06-03 | Buy |
| Usbiological | 457366 | N-(Benzyloxycarbonyl)-D-proline | 6404-31-5 | 10g | $531 | 2026-06-03 | Buy |
N-Benzyloxycarbonyl-D-proline Chemical Properties,Uses,Production
Chemical Properties
White crystalline powder or powder
Uses
N-(Benzyloxycarbonyl)-D-proline is an an N-Cbz-protected form of D-proline (P755990). It is used to prepare trichostatin A and trapoxin B analogs as histone deacetylase inhibitors. It is also used to prepare potent and selective nonpeptide inhibitors of caspases 3 and 7.
Synthesis
501-53-1
344-25-2
6404-31-5
Step-1: Preparation of (R)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (12a). To a stirred solution of D-proline (1.2 g, 10.42 mmol) in 2 N NaOH aqueous solution (20.85 mL, 41.7 mmol), benzyl chloroformate (1.488 mL, 10.42 mmol) was slowly added dropwise at 0°C. The reaction mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, the reaction mixture was washed with methyl tert-butyl ether (MTBE, 2 × 25 mL) and then acidified with concentrated hydrochloric acid to pH ≈ 2. The aqueous phase was extracted with ethyl acetate (2 × 200 mL), and the organic phases were combined and washed sequentially with water (50 mL) and saturated saline (25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford (R)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (12a) (2.41 g, 9.67 mmol) as a white solid in 93% yield. The product was characterized by 1H NMR (300 MHz, DMSO-d6) and mass spectrometry (MS): 1H NMR δ 12.66 (s, 1H), 7.42-7.25 (m, 5H), 5.14-4.97 (m, 2H), 4.20 (ddd, J = 22.7, 8.8, 3.5 Hz, 1H), 3.50-3.25 (m, 2H), 2.32-2.08 (m, 1H), 1.97-1.75 (m, 3H); MS (ES+) m/z 250.2 ([M+H]+), 272.2 ([M+Na]+), (ES-) m/z 248.2 ([M-H]-), 284.2 ([M+Cl]-), 497.4 ([2M-H]-).
References
[1] Patent: WO2015/62486, 2015, A1. Location in patent: Paragraph 00191
[2] Patent: WO2017/59178, 2017, A1. Location in patent: Page/Page column 73
[3] Journal of Pharmaceutical Sciences, 1991, vol. 80, # 9, p. 837 - 842
[4] Angewandte Chemie - International Edition, 2006, vol. 45, # 28, p. 4593 - 4597
[5] European Journal of Medicinal Chemistry, 2009, vol. 44, # 7, p. 2807 - 2814
N-Benzyloxycarbonyl-D-proline Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | +86-(0)57185586718 +86-13336195806 | sales@capot.com | China | 29640 | 60 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21587 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| AB PharmaTech,LLC | 323-480-4688 | sales@acrospharmatech.com | United States | 989 | 55 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29815 | 58 |
| Jinan Shengqi pharmaceutical Co,Ltd | 86+18663751872 | christine@shengqipharm.com | CHINA | 491 | 58 |
| Xiamen AmoyChem Co., Ltd | +86-86-5926051114 +8615060885618 | sales@amoychem.com | China | 6366 | 58 |
| Shanghai Longyu Biotechnology Co., Ltd. | info@longyupharma.com | China | 2421 | 58 | |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| Shanghai Yingrui Biopharma Co.,Ltd | 21-33585366 | export01@shyrchem.com | CHINA | 1319 | 58 |
View Lastest Price from N-Benzyloxycarbonyl-D-proline manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-06-08 | N-Benzyloxycarbonyl-D-proline
6404-31-5
|
1KG | 98%min | 500kgs | WUHAN FORTUNA CHEMICAL CO., LTD | ||
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2021-07-13 | Z-D-Proline
6404-31-5
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
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2021-07-09 | Z-D-Proline
6404-31-5
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd |
-

- N-Benzyloxycarbonyl-D-proline
6404-31-5
- $0.00
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-

- Z-D-Proline
6404-31-5
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-

- Z-D-Proline
6404-31-5
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd





