469505
(R)-2-(Boc-amino)-1-propanol
98%, optical purity ee: 98% (GLC)
Synonym(s):
(R)-(+)-2-(tert-Butoxycarbonylamino)-1-propanol, N-Boc-D-alaninol
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About This Item
Linear Formula:
CH3CH[NHCO2C(CH3)3]CH2OH
CAS Number:
Molecular Weight:
175.23
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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assay
98%
form
solid
optical activity
[α]20/D +11°, c = 1 in chloroform
optical purity
ee: 98% (GLC)
reaction suitability
reaction type: Boc solid-phase peptide synthesis
mp
58-61 °C (lit.)
application(s)
peptide synthesis
SMILES string
C[C@H](CO)NC(=O)OC(C)(C)C
InChI
1S/C8H17NO3/c1-6(5-10)9-7(11)12-8(2,3)4/h6,10H,5H2,1-4H3,(H,9,11)/t6-/m1/s1
Inchi Key
PDAFIZPRSXHMCO-ZCFIWIBFSA-N
Application
Used in the synthesis of antithrombotic nipecotamides.
Storage Class
13 - Non Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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X Zheng et al.
Chirality, 7(2), 90-95 (1995-01-01)
The stereoisomers of alpha,alpha'-bis[3-(N,N-diethylcarbamoyl)-piperidino]-p-xylene (1) were synthesized. Rac ethyl nipecotate was resolved by diastereomeric (-)-D- and (+)-L-tartrate salt formation. The enantiomeric esters were hydrolyzed to the corresponding nipecotic acids, which were then converted into t-BOC derivatives. Treatment of the latter
Anna Said Stålsmeden et al.
Organic & biomolecular chemistry, 18(10), 1957-1967 (2020-02-27)
1,4- and 1,5-Disubstituted triazole amino acid monomers have gained increasing interest among peptidic foldamers, as they are easily prepared via Cu- and Ru-catalyzed click reactions, with the potential for side chain variation. While the latter is key to their applicability
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