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469505

Sigma-Aldrich

(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:
106391-86-0
Molecular Weight:
175.23
MDL number:
MFCD00235912
UNSPSC Code:
12352200
PubChem Substance ID:
24870609

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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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
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

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