446327
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:
Molecular Weight:
201.26
Beilstein:
3542667
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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 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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Elliott, R.L. et al.
Bioorganic & Medicinal Chemistry Letters, 6, 2283-2283 (1996)
Satoshi Komoriya et al.
Bioorganic & medicinal chemistry, 12(9), 2099-2114 (2004-04-15)
Since factor Xa (fXa) plays a pivotal role in the blood coagulation cascade, inhibition of fXa is thought to be an effective treatment for a variety of thrombotic events. (2S)-2-[4-[[(3S)-1-Acetimidoyl-3-pyrrolidinyl]oxy]phenyl]-3-(7-amidino-2-naphthyl)propanoic acid hydrochloride pentahydrate (DX-9065a) was previously found in our laboratory
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
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