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462063

Sigma-Aldrich

(R)-(+)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde

95%

Synonym(s):

(+)-N-Boc-N,O-isopropylidene-D-serinal, tert-Butyl (R)-(+)-4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate

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About This Item

Empirical Formula (Hill Notation):
C11H19NO4
CAS Number:
Molecular Weight:
229.27
Beilstein:
3651554
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

optical activity

[α]23/D +90°, c = 1 in chloroform

impurities

<6% methyl (R)-(+)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-oxazolidinecarboxylate (CAS 95715-87-0)

refractive index

n20/D 1.445 (lit.)

bp

67 °C/0.3 mmHg (lit.)

density

1.06 g/mL at 25 °C (lit.)

functional group

aldehyde
ether

SMILES string

[H]C(=O)[C@H]1COC(C)(C)N1C(=O)OC(C)(C)C

InChI

1S/C11H19NO4/c1-10(2,3)16-9(14)12-8(6-13)7-15-11(12,4)5/h6,8H,7H2,1-5H3/t8-/m0/s1

InChI key

PNJXYVJNOCLJLJ-QMMMGPOBSA-N

Application

Employed in the synthesis of fluorinated analogs of glutemic and glutamine.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

215.6 °F - closed cup

Flash Point(C)

102 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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R Dave et al.
Amino acids, 24(3), 245-261 (2003-04-23)
Gamma-fluorinated analogues of glutamic acid and glutamine are compounds of biological interest. Syntheses of such compounds are extensively reviewed in this article. 4-fluoroglutamic acid was prepared as a mixture of racemic diastereomers by Michael reaction, inverse-Michael reaction or by electrophilic

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