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446327

Sigma-Aldrich

N-Boc-L-prolinol

98%

Synonym(s):

(S)-1-Boc-2-pyrrolidinemethanol

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About This Item

Empirical Formula (Hill Notation):
C10H19NO3
CAS Number:
69610-40-8
Molecular Weight:
201.26
Beilstein/REAXYS Number:
3542667
MDL number:
MFCD00066232
UNSPSC Code:
12352209
PubChem Substance ID:
24868267
NACRES:
NA.22

assay

98%

form

solid

optical activity

[α]21/D −48°, c = 1.3 in chloroform

reaction suitability

reaction type: Boc solid-phase peptide synthesis

mp

62-64 °C (lit.)

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC(=O)N1CCC[C@H]1CO

InChI

1S/C10H19NO3/c1-10(2,3)14-9(13)11-6-4-5-8(11)7-12/h8,12H,4-7H2,1-3H3/t8-/m0/s1

InChI key

BFFLLBPMZCIGRM-QMMMGPOBSA-N

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Application

Building block for novel nicotinic acetylcholine receptor ligands with cognition-enhancing properties. Used in the synthesis of chiral β-amino sulfides and β-amino thiols.
Used to synthesize anticoagulants.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Elliott, R.L. et al.
Bioorganic & Medicinal Chemistry Letters, 6, 2283-2283 (1996)
Cran, G.A. et al.
Tetrahedron Asymmetry, 6, 1553-1553 (1995)
N H Lin et al.
Journal of medicinal chemistry, 40(3), 385-390 (1997-01-31)
2-Methyl-3-(2(S)-pyrrolidinylmethoxy)pyridine, ABT-089 (S-4), a member of the 3-pyridyl ether class of nicotinic acetylcholine receptor (nAChR) ligands, shows positive effects in rodent and primate models of cognitive enhancement and a rodent model of anxiolytic activity and possesses a reduced propensity to
Matthias Schulz et al.
Physical chemistry chemical physics : PCCP, 19(10), 6996-7008 (2017-02-28)
We suggest and explore a novel route towards organic photodetectors sensitive to the circular polarization state of light. For this, we insert fullerene-blended thin films of homochiral squaraine compounds acting as a highly circular dichroic active layer into conventional bulk
M A Abreo et al.
Journal of medicinal chemistry, 39(4), 817-825 (1996-02-16)
Recent evidence indicating the therapeutic potential of cholinergic channel modulators for the treatment of central nervous system (CNS) disorders as well as the diversity of brain neuronal nicotine acetylcholine receptors (nAChRs) have suggested an opportunity to develop subtype-selective nAChR ligands
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