317039
(+)-B-Methoxydiisopinocampheylborane
Synonym(s):
(+)-Diisopinocampheylmethoxyborane
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About This Item
Empirical Formula (Hill Notation):
C21H37BO
CAS Number:
Molecular Weight:
316.33
UNSPSC Code:
12352001
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
6370228
form
solid
Quality Segment
reaction suitability
reagent type: chrial catalyst
SMILES string
COB([C@H]1CC2CC([C@@H]1C)C2(C)C)[C@H]3CC4CC([C@@H]3C)C4(C)C
InChI
1S/C21H37BO/c1-12-16-8-14(20(16,3)4)10-18(12)22(23-7)19-11-15-9-17(13(19)2)21(15,5)6/h12-19H,8-11H2,1-7H3/t12-,13-,14+,15+,16-,17-,18-,19-/m0/s1
InChI key
IAQXEQYLQNNXJC-JPDDNCELSA-N
Application
Both (+)- and (-)-forms are precursors to B-allyldiisopinocampheylborane derivatives, which are subsequently reacted with aldehydes to give homoallylic alcohols and β-amino alcohols of high enantiomeric excess.
Reactant involved in:
- Oxidative cyclization and alkylation for synthesis of ionomycin
- Intramolecular conjugate addition for tetrahydropyran synthesis
- Aldol addition and Suzuki coupling reactions
- Allylation
- Synthesis of alkanols
Signal Word
Warning
Hazard Codes
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
235.4 °F - closed cup
Flash Point (°C)
113 °C - closed cup
PPE (personal protective equipment)
dust mask type N95 (US), Eyeshields, Gloves
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