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B1403

Sigma-Aldrich

Boc-L-alaninal

≥98%

Synonym(s):

Boc-L-alanine aldehyde

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About This Item

Empirical Formula (Hill Notation):
C8H15NO3
CAS Number:
79069-50-4
Molecular Weight:
173.21
MDL number:
MFCD00143786
UNSPSC Code:
12352209
PubChem Substance ID:
24891592
NACRES:
NA.26

product name

Boc-L-alaninal, ≥98%

assay

≥98%

form

powder

color

white

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

C[C@H](NC(=O)OC(C)(C)C)C=O

InChI

1S/C8H15NO3/c1-6(5-10)9-7(11)12-8(2,3)4/h5-6H,1-4H3,(H,9,11)/t6-/m0/s1

InChI key

OEQRZPWMXXJEKU-LURJTMIESA-N

Gene Information

human ... CTSK(1513)

Application

Boc-L-alaninal is used as a reagent for organic synthesis of C(26)-C(32) Oxazole Fragment of Calyculin C and other molecules.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Johann Chan et al.
The Journal of organic chemistry, 76(6), 1767-1774 (2011-02-09)
Two new, reliable syntheses of a pyrido[2,3-d]-pyrimidine inhibitor of the CXCR3 receptor are described. A nine-step synthesis of the CXCR3 inhibitor (1) from 2-aminonicotinic acid was demonstrated on a multikilogram scale and incorporates a classic resolution to deliver the enantioenriched
James A Marshall et al.
Organic letters, 7(8), 1593-1596 (2005-04-09)
[reaction: see text] Additions of chiral allenylzinc and indium reagents to N-Boc alaninal were examined as a possible route to a C20-C26 segment of superstolide A. Allenylzinc reagents, prepared in situ by palladiozincation of (R)- and (S)-5-pivalyloxy-3-butyn-2-ol mesylate, showed excellent
Petri M. Pihko et al.
The Journal of organic chemistry, 63(1), 92-98 (2001-10-25)
The synthesis of the C(26)-C(32) oxazole fragment 4 and its C(32) epimer 20 of serine/threonine protein phosphatase PP1 and PP2A inhibitor calyculin C is presented. The syn methyl arrangement in 4 was established through cyclic stereocontrol. Several methods for oxidizing
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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