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Merck

444413

Sigma-Aldrich

N-(tert-Butoxycarbonyl)-L-valinol

96%

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About This Item

Linear Formula:
(CH3)2CHCH[NHCO2C(CH3)3]CH2OH
CAS Number:
Molecular Weight:
203.28
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

Assay

96%

form

liquid

optical activity

[α]23/D −23°, c = 1 in chloroform

reaction suitability

reaction type: solution phase peptide synthesis

refractive index

n20/D 1.449 (lit.)

bp

208 °C (lit.)

density

0.995 g/mL at 25 °C (lit.)

application(s)

peptide synthesis

SMILES string

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

Application

Starting material for the synthesis of enantiopure homo-β-amino acids.[1][2] Used in the efficient synthesis of enantiopure tetrahydroisoquinolines.[3] Intermediate in the one-pot conversion of amino acid carbamates to N-derivatized 2-oxazolidinones.[4]

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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