186511
(S)-(+)-2-Pyrrolidinemethanol
97%
Synonym(s):
(S)-(+)-2-(Hydroxymethyl)pyrrolidine, L-Prolinol
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About This Item
Empirical Formula (Hill Notation):
C5H11NO
CAS Number:
Molecular Weight:
101.15
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
245-605-2
Beilstein/REAXYS Number:
79843
MDL number:
Assay:
97%
assay
97%
optical activity
[α]20/D +31°, c = 1 in toluene
refractive index
n20/D 1.4853 (lit.)
bp
74-76 °C/2 mmHg (lit.)
density
1.025 g/mL at 25 °C (lit.)
functional group
hydroxyl
SMILES string
OC[C@@H]1CCCN1
InChI
1S/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2/t5-/m0/s1
InChI key
HVVNJUAVDAZWCB-YFKPBYRVSA-N
General description
(S)-(+)-2-Pyrrolidinemethanol, also known as (S)-(+)-prolinol is a chiral building block that is used for the synthesis of chiral organic compounds. It is also used as a chiral auxiliary in asymmetric synthesis and a chiral ligand in asymmetric catalysis.
Application
(S)-(+)-2-Pyrrolidinemethanol can be used as a starting material for the synthesis of (S)-α, α-diaryl-2-pyrrolidinemethanols. It plays an important role in this synthesis by providing chirality to the final product.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
186.8 °F - closed cup
flash_point_c
86 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Janine Cossy
Chemical record (New York, N.Y.), 5(2), 70-80 (2005-04-13)
The synthesis of optically active substituted piperidines has been achieved by using four different methodologies. The first one is an intramolecular nucleophilic displacement of activated alcohol moieties that was used to build up the piperidine ring of (-)-prosophylline and (-)-slaframine
Magnus Rueping et al.
Organic & biomolecular chemistry, 10(30), 6201-6210 (2012-05-16)
A highly efficient route for the synthesis of valuable 3,4-substituted chromenone derivatives by the reaction of 1,3-diketones with aldehydes in the presence of l-proline was developed. The reactions take advantage of readily available starting materials and follow a Knoevenagel condensation/Michael
Chuan Wang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(37), 11531-11535 (2012-07-28)
Sulfenylated oxindoles: The first asymmetric sulfenylation of N-Boc-protected oxindoles has been developed to provide products containing a tetrasubstituted stereogenic center in high to excellent yields (86-98 %) and, in most cases, excellent enantioselectivities (up to 96 % ee; see scheme).
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 186511-5G | 04061838758187 |
| 186511-1G | 04061838096388 |
| 186511-25G | 04061838118417 |