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20646

Sigma-Aldrich

O-tert-Butyl-L-threonine tert-butyl ester acetate salt

≥98.0% (T)

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About This Item

Empirical Formula (Hill Notation):
C12H25NO3 · C2H4O2
CAS Number:
Molecular Weight:
291.38
Beilstein:
6707078
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

Assay

≥98.0% (T)

optical activity

[α]20/D −10±1°, c = 1% in methanol

reaction suitability

reaction type: solution phase peptide synthesis

mp

59-61 °C

application(s)

peptide synthesis

SMILES string

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

InChI

1S/C12H25NO3.C2H4O2/c1-8(15-11(2,3)4)9(13)10(14)16-12(5,6)7;1-2(3)4/h8-9H,13H2,1-7H3;1H3,(H,3,4)/t8-,9+;/m1./s1

InChI key

BGAUVMFJRASONL-RJUBDTSPSA-N

Other Notes

Protected threonine for peptide synthesis, e.g. of glycopeptides

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

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N.J. Forrow et al.
Tetrahedron Letters, 31, 3493-3493 (1990)
Chernyak AYa et al.
Carbohydrate research, 216, 381-398 (1991-09-02)
The disaccharides alpha-L-Rhap-(1----3)-beta-D-GlcpA and beta-D-GlcpA-(1----3)-alpha-L-Rhap bearing amide-linked L-serine or L-threonine, which represent the repeating unit(s) of the capsular polysaccharide from E. coli O6:K54:H10, have been synthesised. O-tert-Butyl-protected amino acid tert-butyl esters were condensed with the corresponding biouronic acid as the

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