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20589

Sigma-Aldrich

O-tert-Butyl-L-serine tert-butyl ester hydrochloride

≥98.0% (AT)

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About This Item

Empirical Formula (Hill Notation):
C11H23NO3 · HCl
CAS Number:
51537-21-4
Molecular Weight:
253.77
Beilstein:
4886392
MDL number:
MFCD00034850
UNSPSC Code:
12352200
PubChem Substance ID:
57647846
NACRES:
NA.22

Assay

≥98.0% (AT)

form

solid

optical activity

[α]/D -10.0±1.0°, c = 1 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

SMILES string

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

InChI

1S/C11H23NO3.ClH/c1-10(2,3)14-7-8(12)9(13)15-11(4,5)6;/h8H,7,12H2,1-6H3;1H/t8-;/m0./s1

InChI key

RDWZQVGVBTYCBD-QRPNPIFTSA-N

Other Notes

Protected L-serine used in peptide synthesis, e.g. synthesis of glycopeptides and lipopeptides; Preparation of amino-phospholipids

Storage Class Code

13 - Non 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)

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H. Paulsen et al.
Liebigs Ann. Chem., 751-751 (1989)
Y Tsuda et al.
Chemical & pharmaceutical bulletin, 39(3), 607-611 (1991-03-01)
The structure of WS1279, isolated from Streptomyces sp. as an immunoactive lipopeptide, has been deduced on the basis of chemical and physical evidence as S-[2,3-bis(palmitoyloxy)propyl]-N alpha-palmitoyl-Cys-Asn-Ser-Gly-Gly-Ser- OH. This was confirmed by synthesis.
Liebigs Ann. Chem., 771-771 (1989)
J G Turcotte et al.
Chemistry and physics of lipids, 58(1-2), 81-95 (1991-05-01)
A homologous series of chiral (R) ether-amide phosphonolipid analogs of naturally occurring (R) glycerophospholipids were synthesized and characterized for their interfacial behaviors. The phosphonolipids possess isoteric ether, amide, and phosphonate functions at positions corresponding to the sn-1, sn-2, and sn-3

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