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Home > Product > Heterocyclic Organic Compounds > 3-(Benzyloxy)-2,6-difluorobenzeneboronic acid

3-(Benzyloxy)-2,6-difluorobenzeneboronic acid | CAS Number: 870718-07-3

Catalog Number
ACM870718073
Product Name
3-(Benzyloxy)-2,6-difluorobenzeneboronic acid
Structure
CAS Number
870718-07-3
IUPAC Name
(2,6-difluoro-3-phenylmethoxyphenyl)boronic acid
Synonyms
3-(Benzyloxy)-2,6-difluorobenzeneboronic acid;3-(Benzyloxy)-2,6-difluorobenzeneboronic acid 97%;3-(Benzyloxy)-2,6-difluorobenzeneboronicacid97%;B-[2,6-Difluoro-3-(phenylmethoxy)phenyl]boronic acid;3-Benzyloxy-2,6-difluorophenylbornic acid
Molecular Weight
264.0324464
Exact Mass
264.07700
Molecular Formula
C13H11BF2O3
Boiling Point
439.6ºC at 760 mmHg
Melting Point
112-118ºC(lit.)
Flash Point
219.6ºC
Density
1.32g/cm3
Purity
98%
SMILES
B(C1=C(C=CC(=C1F)OCC2=CC=CC=C2)F)(O)O
InChIKey
MUKMMBLTLNKOAC-UHFFFAOYSA-N
H-Bond Donor
2
H-Bond Acceptor
5
Safty Description
22-24/25
Hazard Statements
Xi: Irritant;
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1Practical synthesis of capromorelin, a growth hormone secretagogue, via a crystallization-induced dynamic resolution.

Rose CR1, Zawistoski MP1, Lefker BA1, Mangano FM1, Wright AS1, Carpino PA2.

Bioorg Med Chem. 2016 Dec 10. pii: S0968-0896(16)31398-0. doi: 10.1016/j.bmc.2016.12.015. [Epub ahead of print]

A practical synthesis of capromorelin (1), a growth hormone secretagogue, is described that utilizes as a key step a crystallization-induced dynamic resolution (CIDR) of (±)-3a-benzyl-2-methyl-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridin-3(3aH)-one [(±)-2] by L-tartaric acid salt formation, yielding (R)-2.L-tartaric acid in high chemical yield (>85%) and with diastereomeric excess (de) of ∼98%. Treatment of (R)-2. Read More

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