(R)-(-)-N-Boc-3-pyrrolidinol
Based on 1 Customer Validation
(R)-(-)-N-Boc-3-pyrrolidinol is a chiral pyrrolidine derivative. After undergoing configuration inversion via the Mitsunobu reaction, (R)-(-)-N-Boc-3-pyrrolidinol can serve as a precursor for the (3S)-aryloxypyrrolidine fragment, which is used to construct key intermediates of FXa inhibitors (such as DX-9065a (HY-10722)) and various chiral drugs. (R)-(-)-N-Boc-3-pyrrolidinol can be applied in studies related to arrhythmia.
For research use only. We do not sell to patients.
- Purity : 99.99%
- CAS No.: 109431-87-0
- Formula: C9H17NO3
- Molecular Weight:187.24
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Protocols
- Purity & Documentation
- References
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Help & FAQs
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Biological Activity
Description
In Vitro
(R)-(-)-N-Boc-3-pyrrolidinol (9.3-10.3 M) undergoes SN2 alkylation with phenolic nucleophiles under Mitsunobu reaction conditions to construct the corresponding (3S)-aryloxypyrrolidine derivatives in nearly quantitative, moderate, and low yields, respectively[2].
(R)-(-)-N-Boc-3-pyrrolidinol (4.5-7 mM; 3-37 h) is produced by gelatin microsphere-immobilized Sphingomonas sp. HXN-200 cells using N-Boc-pyrrolidine as the substrate, and its production efficiency is higher than that of free suspended cells[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
Chemical Information
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CAS No. 109431-87-0
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Appearance Solid
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Molecular Weight 187.24
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Formula C9H17NO3
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Color White to yellow
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SMILES
O[C@@H]1CCN(C1)C(=O)OC(C)(C)C
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
In Vitro:
DMSO : 100 mg/mL (534.07 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
In Vivo:
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 5 mg/mL (26.70 mM); Clear solution
This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 5 mg/mL (26.70 mM); Clear solution
This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Protocols
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Cardiac voltage-sensitive optical mapping
Cardiac voltage-sensitive optical mapping records changes in transmembrane potential from cardiac tissue by staining the preparation with a voltage-sensitive dye and imaging fluorescence changes during electrical activation; the resulting optical action potentials can be used to map activation time, action potential duration, conduction velocity, wavefront propagation, and arrhythmia dynamics. The optical signal represents a relative fluorescence change from a tissue volume rather than a single-cell intracellular recording, so spatial resolution, sampling rate, voltage resolution, optical magnification, light penetration, and motion control must be considered together when interpreting optical action potentials.
Purity & Documentation
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Data Sheet (293 KB)
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SDS (597 KB)
- English - EN (597 KB)
- Français - FR (597 KB)
- Deutsch - DE (597 KB)
- Norwegian - NO (597 KB)
- Español - ES (597 KB)
- Swedish - SV (597 KB)
- Italian - IT (597 KB)
- Korean - KR (597 KB)
- Portuguese - PT (597 KB)
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Handling Instructions (2659 KB)
References
[2]. Nagahara T, et al. Dibasic (amidinoaryl)propanoic acid derivatives as novel blood coagulation factor Xa inhibitors. Journal of medicinal chemistry. 1994 Apr 15;37(8):1200-7. [Content Brief]
[3]. Wang L, et al. Immobilization of growing Sphingomonas sp. HXN-200 to gelatin microspheres: efficient biotransformation of N-Cbz-pyrrolidine and N-Boc-pyrrolidine into hydroxypyrrolidine derivatives. Journal of biotechnology. 2014 Jul 20;182-183:74-82. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 5.3407 mL | 26.7037 mL | 53.4074 mL | 133.5185 mL |
| 5 mM | 1.0681 mL | 5.3407 mL | 10.6815 mL | 26.7037 mL | |
| 10 mM | 0.5341 mL | 2.6704 mL | 5.3407 mL | 13.3518 mL | |
| 15 mM | 0.3560 mL | 1.7802 mL | 3.5605 mL | 8.9012 mL | |
| 20 mM | 0.2670 mL | 1.3352 mL | 2.6704 mL | 6.6759 mL | |
| 25 mM | 0.2136 mL | 1.0681 mL | 2.1363 mL | 5.3407 mL | |
| 30 mM | 0.1780 mL | 0.8901 mL | 1.7802 mL | 4.4506 mL | |
| 40 mM | 0.1335 mL | 0.6676 mL | 1.3352 mL | 3.3380 mL | |
| 50 mM | 0.1068 mL | 0.5341 mL | 1.0681 mL | 2.6704 mL | |
| 60 mM | 0.0890 mL | 0.4451 mL | 0.8901 mL | 2.2253 mL | |
| 80 mM | 0.0668 mL | 0.3338 mL | 0.6676 mL | 1.6690 mL | |
| 100 mM | 0.0534 mL | 0.2670 mL | 0.5341 mL | 1.3352 mL |
(R)-(-)-N-Boc-3-pyrrolidinol Related Classifications
HY-W001294 Related Classifications
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Keywords
- (R)-(-)-N-Boc-3-pyrrolidinol
- 109431-87-0
- Biochemical Assay Reagents
- Drug Intermediate
- Mitsunobu conditions
- ion channel modulating compounds
- p-hydroxybenzaldehyde
- freely suspended cells
- N-Boc-pyrrolidine
- blood coagulation factor Xa inhibitors
- N-tert-butoxycarbonyl-pyrrolidine
- ethyl 2-(4-hydroxyphenyl)-2-oxoacetate
- gelatin microsphere-immobilized Sphingomonas sp. HXN-200 cells
- methyl 2-(5-cyano-2-benzofuranyl)-3-(4-hydroxyphenyl)propanoate
- Inhibitor
- inhibitor
- inhibit