Lot numbers can be found on the outside label of a product:
(2S,3R)-1-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid
-
CAS No. 186132-96-7
- Cat. No. CS-0097226
- Purity≥97%
- MDL No.MFCD08458682
*For research and further manufacturing use only, not for direct human use.
Structure of 186132-96-7
Please choose your location and provide accurate information for you
| Size |
|
Price | Quantity | |||
|---|---|---|---|---|---|---|
|
* Please select Quantity before adding items. |
||||||
Recommended Products
General Information
- CAS No. 186132-96-7
- Cat. No. CS-0097226
- Purity ≥97%
- MDL No. MFCD08458682
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₇NO₅
- Molecular Weight 231.25
- Synonym(s) Boc-cis-3-hydroxy-l-proline
- SMILES O=C(N1[C@H](C(O)=O)[C@H](O)CC1)OC(C)(C)C
Description
This chiral pyrrolidine derivative features a protected hydroxyl group and carboxylic acid functionality, enabling direct incorporation into peptide synthesis. The (2S,3R) stereochemistry ensures high diastereoselectivity in coupling reactions, while the tert-butyl carbamate moiety offers stability under standard conditions and facilitates selective deprotection.
Application
(2S,3R)-1-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of pyrrolidine-based peptidomimetics and bioactive heterocycles. The protected amine and hydroxyl functionalities enable orthogonal transformations, while the tert-butoxycarbonyl group provides stability during multistep syntheses. Its well-defined stereochemistry facilitates consistent incorporation into complex scaffolds, supporting efficient route development in medicinal chemistry and process optimization.
Synthesis
-
Route1
-
In-stock
24424-99-5 -
567-35-1 - ~10%
-
In-stock
186132-96-7
References
-
Thomas, Colin A.; Talaty, Erach R.; Bann, James G. Chemical Communications, 2009 , # 23 p. 3366 - 3368
-
-
Route2
-
186132-95-6 - ~87%
-
In-stock
186132-96-7
References
-
Goetschi, Erwin; Jenny, Christian-Johannes; Reindl, Peter; Ricklin, Fabienne Helvetica Chimica Acta, 1996 , vol. 79, # 8 p. 2219 - 2234
-
-
Route3
-
361367-98-8
- ~%
-
In-stock
186132-96-7
References
-
Hodges, Jonathan A.; Raines, Ronald T. Journal of the American Chemical Society, 2005 , vol. 127, # 45 p. 15923 - 15932
-
Safety Information
Download SDS|
GHS Pictogram :
|
GHS No : GHS07
|
|
Signal Word : Warning
|
UN#: N/A
|
|
Class : N/A
|
Packing Group : N/A
|
|
Hazard Statements : H302-H315-H319-H335
|
|
|
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
|
|
Quality Control
Computational Chemistry Data
- TPSA 87.07
- LogP 0.4413
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 1
Similar Products
Other Classifications
Recently Viewed Products
Leave US a Message
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
Upload Pictures
|
|
Key Words
- 186132-96-7 sigma186132-96-7 manufacturer186132-96-7 price186132-96-7 structure186132-96-7 SDSbuy 186132-96-7186132-96-7 supplier186132-96-7 uses186132-96-7 molecular weightprice of 186132-96-7186132-96-7 chemical name formula of 186132-96-7