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| SKU | Size | Availability |
Price | Qty |
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S431489-5ml
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5ml |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$230.90
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S431489-25ml
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25ml |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$781.90
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| Synonyms | 1-Methyl-3,3-diphenyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole # | (S)-2-METHYL-CBS-OXAZABOROLIDINE MONOHYDRATE | (S)-3,3-diphenyl-1-methyltetrahydro-1H,3H-pyrrolo[1,2-c][1,3,2] oxazaborol | (3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]o |
|---|---|
| Specifications & Purity | 1 M in toluene |
| Storage Temp | Room temperature |
| Shipped In | Normal |
| Product Description |
Application Excellent catalyst for asymmetric reductions. CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis ( S )-(-)-2-Methyl-CBS-oxazaborolidine solution [1M in toluene] may be used as a catalyst in the multi-step synthesis of (-)-diospongin A. It may also be used in the preparation of: (1 S )-2-azido-1-(2,2-dimethyl-4 H -1,3-benzodioxin-6-yl)ethanol ( R )-α-deuteriobenzyl alcohol ( R )-2-(1-hydroxyethyl)benzo[ b ]thiophene Catalyst employed in an enantioselective synthesis of ( S )-2-amino-1-phenylethanol. The CBS (Corey-Bakshi-Shibata) oxazaborolidine catalyst has been used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C 2 -symmetrical ferrocenyl diols, and propargyl alcohols. Other Notes Precipitate may form in storage, but does not affect product quality. Gently heat product to 80-90 °C under an inert atmosphere to redissolve solids. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Diphenylmethanes |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Diphenylmethanes |
| Alternative Parents | Pyrrolidines Boronic acid esters Oxacyclic compounds Organic metalloid salts Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Monoalkylboranes Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Diphenylmethane - Boronic acid ester - Pyrrolidine - Boronic acid derivative - Organoheterocyclic compound - Organic metalloid salt - Oxacycle - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic salt - Alkylborane - Organooxygen compound - Organonitrogen compound - Organoboron compound - Monoalkylborane - Organic oxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. |
| External Descriptors | Not available |
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| IUPAC Name | (3aS)-1-methyl-3,3-diphenyl-3a,4,5,6-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole |
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| INCHI | InChI=1S/C18H20BNO/c1-19-20-14-8-13-17(20)18(21-19,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17H,8,13-14H2,1H3/t17-/m0/s1 |
| InChIKey | VMKAFJQFKBASMU-KRWDZBQOSA-N |
| Smiles | B1(N2CCCC2C(O1)(C3=CC=CC=C3)C4=CC=CC=C4)C |
| Isomeric SMILES | B1(N2CCC[C@H]2C(O1)(C3=CC=CC=C3)C4=CC=CC=C4)C |
| WGK Germany | 3 |
| Molecular Weight | 277.17 |
| Reaxy-Rn | 13756891 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13756891&ln= |
| Specific Rotation[α] | -68° (C=1,MeOH) |
|---|---|
| Flash Point(°C) | 4° |
| Molecular Weight | 277.200 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 2 |
| Exact Mass | 277.164 Da |
| Monoisotopic Mass | 277.164 Da |
| Topological Polar Surface Area | 12.500 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 344.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |