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61930

Sigma-Aldrich

L-tert-Leucinol hydrochloride

≥99.0% (CHN)

Synonym(s):

(S)-2-Amino-3,3-dimethyl-1-butanol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H15NO · HCl
Molecular Weight:
153.65
MDL number:
MFCD00077809
UNSPSC Code:
12352200
PubChem Substance ID:
57651873
NACRES:
NA.22

assay

≥99.0% (CHN)

optical activity

[α]20/D +35±1°, c = 1% in H2O

mp

196-198 °C

application(s)

peptide synthesis

SMILES string

Cl[H].CC(C)(C)[C@H](N)CO

InChI

1S/C6H15NO.ClH/c1-6(2,3)5(7)4-8;/h5,8H,4,7H2,1-3H3;1H/t5-;/m1./s1

InChI key

BFBMCXSYQJNKSS-NUBCRITNSA-N

Other Notes

Chiral auxiliary and building block which usually induces higher stereoselectivities than the corresponding derivatives of valinol; e.g. Claisen rearrangement of N-allyl ketene-N,O-acetals[1]; preparation of an effective C2-symmetrical catalyst for hydrosilylation of ketones[2]; alkylation of bicyclic N,O-acetals with keto acids[3]; Ullmann coupling[4]

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)

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Certificates of Analysis (COA)

Lot/Batch Number
070587/1
70587/1

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T.D. Nelson et al.
The Journal of Organic Chemistry, 59, 2655-2655 (1994)
M.J. Kurth et al.
Journal of the American Chemical Society, 107, 443-443 (1985)
H. Nishiyama et al.
Organometallics, 8, 846-846 (1989)
A.I. Meyers et al.
Tetrahedron Letters, 30, 1745-1745 (1989)

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