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445673

Sigma-Aldrich

N-Fmoc-L-valinol

97%

Synonym(s):

(S)-2-(Fmoc-amino)-3-methyl-1-butanol, N-(9-Fluorenylmethoxycarbonyl)-L-valinol

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About This Item

Empirical Formula (Hill Notation):
C20H23NO3
CAS Number:
160885-98-3
Molecular Weight:
325.40
Beilstein:
7041232
MDL number:
MFCD00235961
UNSPSC Code:
12352103

Assay

97%

optical activity

[α]20/D −20°, c = 1 in chloroform

mp

129-133 °C (lit.)

SMILES string

CC(C)[C@@H](CO)NC(=O)OCC1c2ccccc2-c3ccccc13

InChI

1S/C20H23NO3/c1-13(2)19(11-22)21-20(23)24-12-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,13,18-19,22H,11-12H2,1-2H3,(H,21,23)/t19-/m1/s1

InChI key

MYMGENAMKAPEMT-LJQANCHMSA-N

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Application

Starting material for the synthesis of enantiopure homo-β-amino acids. Used in the efficient synthesis of enantiopure tetrahydroisoquinolines. Intermediate in the one-pot conversion of amino acid carbamates to N-derivatized 2-oxazolidinones.

Certificates of Analysis (COA)

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Huwe, C.M. Blechert, S.
Tetrahedron Letters, 35, 9533-9533 (1994)
Tietze, L.F. Burkhardt, O.
Synthesis, 1331-1331 (1994)
Caputo, R. et al.
Tetrahedron, 51, 12337-12337 (1995)
R. Caputo et al.
Tetrahedron Letters, 36, 167-167 (1995)

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