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A8291

Sigma-Aldrich

L-Aspartic acid β-methyl ester hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C5H9NO4 · HCl
CAS Number:
Molecular Weight:
183.59
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.26

assay

≥98%

form

powder

color

white

storage temp.

−20°C

SMILES string

Cl.COC(=O)C[C@H](N)C(O)=O

InChI

1S/C5H9NO4.ClH/c1-10-4(7)2-3(6)5(8)9;/h3H,2,6H2,1H3,(H,8,9);1H/t3-;/m0./s1

InChI key

QRBMPUYOGOCYDJ-DFWYDOINSA-N

Biochem/physiol Actions

L-Aspartic acid β-methyl ester is used for the organic synthesis of S-enantiomers of hanishin, longamide B, and longamide B methylester, of 1-β-methylcarbapenem, TA-949 and for the enzymatic synthesis of a CCK-4 tripeptide fragment

Storage Class

13 - Non 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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Jignesh Patel et al.
The Journal of organic chemistry, 70(22), 9081-9084 (2005-10-22)
[reaction: see text] Total syntheses of enantiopure hanishin, longamide B, and longamide B methyl ester are described. Absolute configurations of these natural products have been established.
Li Guo et al.
Di 1 jun yi da xue xue bao = Academic journal of the first medical college of PLA, 23(4), 289-292 (2003-04-17)
To synthesize a tripeptide derivative Phac-Met-Asp(OMe)-Phe -NH2, which is a fragment of the gastrin C-terminal tetrapeptide CCK-4, by enzymatic reaction. Three free enzymes, alpha-chymotrypsin, papain and thermolysin from acyl donor Phac-Met-OCam was involved in three steps. The choice of appropriate
M Seki et al.
The Journal of organic chemistry, 65(2), 517-522 (2000-05-18)
A facile and economical synthesis of a novel orally active 1-beta-methylcarbapenem, TA-949 (1), is described. The key process involves an efficient synthesis of the C-2 side chain (R)-4-mercaptopyrrolidine-2-thione 2 from L-aspartic acid and the construction of the 1-beta-methylcarbapenem skeleton. The

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