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Key Documents

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:
Molecular Weight:
173.21
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

Boc-L-alaninal, ≥98%

Quality Level

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 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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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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