267872
(2S,4S)-(+)-Pentanediol
99%
Synonym(s):
(S,S)-(+)-2,4-Pentanediol, [S-(S*,S*)]-(+)-2,4-Pentanediol
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About This Item
Linear Formula:
CH3CH(OH)CH2CH(OH)CH3
CAS Number:
Molecular Weight:
104.15
Beilstein/REAXYS Number:
4123490
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22
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assay
99%
form
solid
optical activity
[α]20/D +39.8°, c = 10 in chloroform
mp
45-48 °C (lit.)
functional group
hydroxyl
SMILES string
C[C@H](O)C[C@H](C)O
InChI
1S/C5H12O2/c1-4(6)3-5(2)7/h4-7H,3H2,1-2H3/t4-,5-/m0/s1
InChI key
GTCCGKPBSJZVRZ-WHFBIAKZSA-N
Application
Optically active reagent used to prepare NIP-101, a potent calcium antagonist.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
213.8 °F - closed cup
flash_point_c
101 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
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R Sakoda et al.
Chemical & pharmaceutical bulletin, 40(9), 2370-2376 (1992-09-01)
Six optical isomers of 2-(4-diphenylmethyl-1-piperazinyl)ethyl 5-(4,6-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2, 6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate dihydrochloride (NIP-101, 1.2HCl.2H2O), a potent calcium antagonist, were successfully prepared by using optically active (2R,4R)-(-)- and (2S,4S)-(+)-2,4-pentanediols, and cis-2,4-pentanediol and optically active (S)-(+)-2-methoxy-2-phenylethanol. Their proton nuclear magnetic resonance investigations demonstrate that the 1,3,2-dioxaphosphorinane
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