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Merck
CN

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:
69610-40-8
Molecular Weight:
201.26
UNSPSC Code:
12352209
NACRES:
NA.22
PubChem Substance ID:
24868267
MDL number:
MFCD00066232
Beilstein/REAXYS Number:
3542667

Key Documents

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Product Name

N-Boc-L-prolinol, 98%

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

SMILES string

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

InChI key

BFFLLBPMZCIGRM-QMMMGPOBSA-N

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

Quality Level

100

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Related Categories

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR3379
SHBR3378
SHBR3380
SHBR3514
MKCT0698

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