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806501

Sigma-Aldrich

Boc-Thr(t-Bu)-OH

Synonym(s):

(S)-3-tert-Butoxy-2-tert-butoxycarbonylamino-butyric acid, Boc-O-tert-butyl-L-threonine

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About This Item

Linear Formula:
(CH3)3COCH(CH3)CH(COOH)NHCOOC(CH3)3
CAS Number:
Molecular Weight:
275.34
Beilstein:
4454820
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

Quality Level

form

powder

mp

98.9 °C

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

C[C@@H](OC(C)(C)C)[C@H](NC(=O)OC(C)(C)C)C(O)=O

InChI

1S/C13H25NO5/c1-8(18-12(2,3)4)9(10(15)16)14-11(17)19-13(5,6)7/h8-9H,1-7H3,(H,14,17)(H,15,16)/t8-,9+/m1/s1

InChI key

LKRXXARJBFBMCE-BDAKNGLRSA-N

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General description

Boc-Thr(t-Bu)-OH (N-Boc-O-tert-butyl-L-threonine) participates in the synthesis of 2,3-unsaturated glycosides, via reaction with per-O-acetylated glucal in the presence of Er(OTf)3 catalyst.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Antonio Procopio et al.
Carbohydrate research, 342(14), 2125-2131 (2007-06-23)
Er(OTf)(3) is a useful catalyst for the Ferrier rearrangement furnishing high yields of O- and S-glycosides. The transformation has wide applicability, cleaner reaction profiles, mild reaction conditions, and high stereoselectivity and the catalyst, which is also commercially available, can be
Christian Haenig et al.
Cell reports, 32(7), 108050-108050 (2020-08-20)
Interactome maps are valuable resources to elucidate protein function and disease mechanisms. Here, we report on an interactome map that focuses on neurodegenerative disease (ND), connects ∼5,000 human proteins via ∼30,000 candidate interactions and is generated by systematic yeast two-hybrid

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