456136
(R)-(+)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane
98%
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About This Item
Empirical Formula (Hill Notation):
C6H11ClO2
CAS Number:
Molecular Weight:
150.60
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Product Name
(R)-(+)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane, 98%
InChI
1S/C6H11ClO2/c1-6(2)8-4-5(3-7)9-6/h5H,3-4H2,1-2H3/t5-/m0/s1
SMILES string
CC1(C)OC[C@H](CCl)O1
InChI key
BNPOTXLWPZOESZ-YFKPBYRVSA-N
assay
98%
optical activity
[α]24/D +42.1°, neat
refractive index
n20/D 1.434 (lit.)
bp
63 °C/37 mmHg (lit.)
density
1.103 g/mL at 25 °C (lit.)
Application
Utilized in the preparation of both enantiomers of the orally active antifungal azolic agent ketoconazole.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Flam. Liq. 3
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
123.8 °F - closed cup
flash_point_c
51 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Kevin R Campos et al.
Journal of the American Chemical Society, 128(11), 3538-3539 (2006-03-16)
This communication discloses the first instance of the enantioselective Pd-catalyzed alpha-arylation of N-Boc-pyrrolidine. The methodology relies on Beak's sparteine-mediated, enantioselective deprotonation of N-Boc-pyrrolidine to form the 2-pyrrolidinolithium specices in high enantiomeric ratio (er). Transmetalation of this intermediate with zinc chloride
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