300977
(R)-4-Benzyl-2-oxazolidinone
99%
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| Pack Size | SKU | Availability | Price |
|---|---|---|---|
| 25 g | Available to ship TODAYfromMILWAUKEE | $252.00 |
About This Item
Empirical Formula (Hill Notation):
C10H11NO2
CAS Number:
Molecular Weight:
177.20
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4782551
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Quality Level
assay
99%
form
powder
optical activity
[α]18/D +64°, c = 1 in chloroform
mp
88-90 °C
SMILES string
O=C1N[C@@H](CO1)Cc2ccccc2
InChI
1S/C10H11NO2/c12-10-11-9(7-13-10)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,12)/t9-/m1/s1
InChI key
OJOFMLDBXPDXLQ-SECBINFHSA-N
Application
(R)-4-Benzyl-2-oxazolidinone may be used as a starting material in the synthesis of enantiopure carbocyclic nucleosides. It may also be used as a chiral auxiliary in the enantioselective synthesis of (2R,2′S)-erythro-methylphenidate.
Versatile chiral auxiliary for asymmetric synthesis. For a recent review, see Aldrichimica Acta.
Used in the synthesis of HIV protease inhibitors.
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This Item | |||
|---|---|---|---|
| assay 99% | assay 99% | assay 99% | assay 99% |
| form powder | form solid | form solid | form solid |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| mp 88-90 °C | mp 44-46 °C (lit.) | mp 104-106 °C (lit.) | mp 70-73 °C (lit.) |
| optical activity [α]18/D +64°, c = 1 in chloroform | optical activity [α]20/D +97°, c = 1 in ethanol | optical activity [α]20/D +110°, c = 1 in methanol | optical activity [α]20/D −18°, c = 6 in ethanol |
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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An efficient asymmetric approach to carbocyclic nucleosides: asymmetric synthesis of 1592U89, a potent inhibitor of HIV reverse transcriptase.
Crimmins MT and King BW.
The Journal of Organic Chemistry, 61, 4192-4193 (1996)
Synlett, 4, 679-683 (2004)
Enantioselective synthesis of (2S, 2' R)-erythro-methylphenidate.
Prashad M, et al.
Tetrahedron Asymmetry, 10(18), 3479-3482 (1999)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 300977-5G | 04061826665152 |
| 300977-25G | 04061833546369 |
| 300977-1G | 04061826665145 |