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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:
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 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

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)
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
Cran, G.A. et al.
Tetrahedron Asymmetry, 6, 1553-1553 (1995)
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
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
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