78917
(R)-(+)-1-Phenyl-1,3-propanediol
≥99.0% (sum of enantiomers, GC)
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About This Item
Empirical Formula (Hill Notation):
C9H12O2
CAS Number:
Molecular Weight:
152.19
Beilstein:
4741114
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22
Assay
≥99.0% (sum of enantiomers, GC)
optical activity
[α]20/D +69±2°, c = 1% in chloroform
mp
62-66 °C
SMILES string
OCC[C@@H](O)c1ccccc1
InChI
1S/C9H12O2/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5,9-11H,6-7H2/t9-/m1/s1
InChI key
RRVFYOSEKOTFOG-SECBINFHSA-N
Application
(R)-(+)-1-Phenyl-1,3-propanediol can be used as a key intermediate:
- For the enantioselective synthesis of (R)-fluoxetine, a potent serotonin reuptake inhibitor.
- To synthesize (S)-dapoxetine via Sharpless asymmetric epoxidation and Mitsunobu reaction.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
Chiral building block; e.g. synthesis of fluoxetine; Equivalent of 2,4-dihydroxybutyric acid by oxidation with RuCl3/NaIO4
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Simple and efficient synthesis of (S)-dapoxetine
Sasikumar M and Nikalje MD
Synthetic Communications, 42(20), 3061-3067 (2012)
A concise total synthesis of (R)-Fluoxetine, a potent and selective serotonin reuptake inhibitor
de Fatima, et al.
Journal of the Mexican Chemical Society, 49(2), 257-261 (2005)
F. Matsuura et al.
Tetrahedron, 49, 8211-8211 (1993)
R. Chenevert et al.
Tetrahedron, 48, 6769-6769 (1992)
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