186511
(S)-(+)-2-Pyrrolidinemethanol
97%
Sinônimo(s):
(S)-(+)-2-(Hydroxymethyl)pyrrolidine, L-Prolinol
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About This Item
Fórmula empírica (Notação de Hill):
C5H11NO
Número CAS:
Peso molecular:
101.15
Beilstein:
79843
Número CE:
Número MDL:
Código UNSPSC:
12352005
ID de substância PubChem:
NACRES:
NA.22
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Ensaio
97%
atividade óptica
[α]20/D +31°, c = 1 in toluene
índice de refração
n20/D 1.4853 (lit.)
p.e.
74-76 °C/2 mmHg (lit.)
densidade
1.025 g/mL at 25 °C (lit.)
grupo funcional
hydroxyl
cadeia de caracteres SMILES
OC[C@@H]1CCCN1
InChI
1S/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2/t5-/m0/s1
chave InChI
HVVNJUAVDAZWCB-YFKPBYRVSA-N
Categorias relacionadas
Descrição geral
(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.
Aplicação
(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.
Palavra indicadora
Danger
Frases de perigo
Declarações de precaução
Classificações de perigo
Acute Tox. 4 Oral - Eye Dam. 1 - STOT SE 3
Órgãos-alvo
Respiratory system
Código de classe de armazenamento
10 - Combustible liquids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
186.8 °F - closed cup
Ponto de fulgor (°C)
86 °C - closed cup
Equipamento de proteção individual
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Organic letters, 10(17), 3753-3756 (2008-07-29)
A simple organocatalytic approach to highly attractive chiral building blocks is presented. By the reaction of beta-ketoesters with alpha,beta-unsaturated aldehydes using a chiral TMS-protected prolinol as the catalyst, optically active 5-(trialkylsilyl)cyclohex-2-enones are formed in good yields and with 98-99% ee.
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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
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Organic letters, 12(13), 2966-2969 (2010-06-10)
Diarylprolinol was found to be an effective organocatalyst of the direct, enantioselective aldol reaction of commercially available polymeric ethyl glyoxylate, affording gamma-ethoxycarbonyl-beta-hydroxy aldehydes, versatile synthetic intermediates, in good yield with excellent enantioselectivity.
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