670774
(R)-(−)-Pyrrolidine-3-carboxylic acid
≥99.0% (NT)
Synonym(s):
(R)-β-Proline
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About This Item
Empirical Formula (Hill Notation):
C5H9NO2
CAS Number:
Molecular Weight:
115.13
Beilstein:
5496144
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
Recommended Products
![(S)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol ≥99.0%](/deepweb/assets/sigmaaldrich/product/structures/201/440/11d18670-8609-4657-bb4b-af6c424f8791/640/11d18670-8609-4657-bb4b-af6c424f8791.png)
Assay
≥99.0% (NT)
form
solid
optical activity
[α]/D -20.5±1.5°, c = 2 in H2O
reaction suitability
reaction type: solution phase peptide synthesis
application(s)
peptide synthesis
storage temp.
2-8°C
SMILES string
OC(=O)[C@@H]1CCNC1
InChI
1S/C5H9NO2/c7-5(8)4-1-2-6-3-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1
InChI key
JAEIBKXSIXOLOL-SCSAIBSYSA-N
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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The development of enantioselective anti-selective Mannich-type reactions of aldehydes and ketones with imines catalyzed by 3-pyrrolidinecarboxylic acid and related pyrrolidine derivatives is reported in detail. Both (3R,5R)-5-methyl-3-pyrrolidinecarboxylic acid and (R)-3-pyrrolidinecarboxylic acid efficiently catalyzed the reactions of aldehydes with alpha-imino esters
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[reaction: see text] A new halo-Mannich-type reaction is reported using cyclopropyl carbonyl-derived enolates and sulfonyl-protected imines. Chiral oxazolidinones auxiliaries were found to be effective for completely controlling the stereochemistry of the products. Variations in the oxazolidinone, protecting group, and imine
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