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432741

Sigma-Aldrich

(S)-(−)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde

95%

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Synonym(s):
(−)-N-Boc-N,O-isopropylidene-L-serinal, tert-Butyl (S)-(−)-4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate, Garner’s aldehyde
Empirical Formula (Hill Notation):
C11H19NO4
CAS Number:
Molecular Weight:
229.27
Beilstein/REAXYS Number:
3591324
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

liquid

optical activity

[α]20/D −90°, c = 1 in chloroform

refractive index

n20/D 1.445 (lit.)

bp

83-88 °C/1 mmHg (lit.)

density

1.06 g/mL at 25 °C (lit.)

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-/m1/s1

InChI key

PNJXYVJNOCLJLJ-MRVPVSSYSA-N

Application

Widely utilized in the asymmetric synthesis of natural products.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

closed cup

flash_point_c

closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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Roush, W.R. Hunt, J.A.
The Journal of Organic Chemistry, 60, 798-798 (1995)
Hoemann, M.Z. et al.
Tetrahedron Letters, 37, 953-953 (1996)
Guibourdenche, C. et al.
Tetrahedron Asymmetry, 4, 2041-2041 (1993)

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