334235
(3S-cis)-(+)-Tetrahydro-3-isopropyl-7a-methylpyrrolo[2,1-b]oxazol-5(6H)-one
95%
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About This Item
Empirical Formula (Hill Notation):
C10H17NO2
CAS Number:
Molecular Weight:
183.25
UNSPSC Code:
12352005
PubChem Substance ID:
MDL number:
Assay:
95%
Form:
liquid
InChI
1S/C10H17NO2/c1-7(2)8-6-13-10(3)5-4-9(12)11(8)10/h7-8H,4-6H2,1-3H3/t8-,10-/m1/s1
SMILES string
CC(C)[C@H]1CO[C@]2(C)CCC(=O)N12
InChI key
NUUDVADIQSLTCN-PSASIEDQSA-N
assay
95%
form
liquid
optical activity
[α]27/D +90°, c = 2.8 in ethanol
refractive index
n20/D 1.473 (lit.)
bp
70 °C/0.4 mmHg (lit.)
density
1.027 g/mL at 25 °C (lit.)
Application
Chiral bicyclic lactams such as this are useful templates for the asymmetric synthesis of a variety of natural and unnatural products. High levels of asymmetric induction have been obtained in cycloadditions, alkylations, conjugate additions, annulations, and dihydroxylations.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
136.4 °F - closed cup
flash_point_c
58 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Fray, A.H. Meyers, A.I.
The Journal of Organic Chemistry, 61, 3362-3362 (1996)
Munchhoff, M.J. Meyers, A.I.
The Journal of Organic Chemistry, 60, 7084-7084 (1995)
Sandham, D.A. Meyers, A.I.
Journal of the Chemical Society. Chemical Communications, 2511-2511 (1995)
A Rapid and Efficient Approach to Chiral, Nonracemic Aza Sugars from Nonsugars. A Formal Synthesis of 1,4-Dideoxy-1,4-imino-D-lyxitol.
A. I. Meyers et al.
The Journal of organic chemistry, 61(8), 2586-2587 (1996-04-19)
Romo, D. Meyers, A.I.
Tetrahedron, 47, 9503-9503 (1991)
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