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469165

Sigma-Aldrich

N-Z-L-serine methyl ester

95%

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About This Item

Linear Formula:
HOCH2CH(NHCO2CH2C6H5)CO2CH3
CAS Number:
1676-81-9
Molecular Weight:
253.25
MDL number:
MFCD00077039
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24870568
NACRES:
NA.22

assay

95%

reaction suitability

reaction type: solution phase peptide synthesis

bp

170 °C/0.01 mmHg (lit.)

mp

41-43 °C (lit.)

application(s)

peptide synthesis

SMILES string

COC(=O)[C@H](CO)NC(=O)OCc1ccccc1

InChI

1S/C12H15NO5/c1-17-11(15)10(7-14)13-12(16)18-8-9-5-3-2-4-6-9/h2-6,10,14H,7-8H2,1H3,(H,13,16)/t10-/m0/s1

InChI key

CINAUOAOVQPWIB-JTQLQIEISA-N

Application

This protected serine has been employed as a starting material for the Cbz analog of Garner′s aldehyde, 2,3-diaminopropanol, and optically active derivatives of 2-amino-1,3-propanediol.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

Certificates of Analysis (COA)

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Monache, G.D. et al.
Synthesis, 1155-1155 (1995)
Kang, M. et al.
The Journal of Organic Chemistry, 61, 5528-5528 (1996)
Demirci, F. et al.
Synthesis, 189-189 (1996)
James A. Marshall et al.
The Journal of organic chemistry, 61(2), 581-586 (1996-01-26)
The aminoheptose destomic acid (3.5) and the aminooctose lincosamine (6.8) were synthesized in protected form by parallel sequences starting from the oxazolidine derivatives 2.4 and 5.1 of N-CBz serinal and N-BOC threoninal. The parallel sequences feature BF(3)-promoted addition of the

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