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(S)-(−)-2-Methyl-CBS-oxazaborolidine solution - 1 M in toluene, high purity , CAS No.112022-81-8

    Grade & Purity:
  • 1 M in toluene
In stock
Item Number
S431489
Grouped product items
SKU Size
Availability
Price Qty
S431489-5ml
5ml
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$230.90
S431489-25ml
25ml
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Production requires sourcing of materials. We appreciate your patience and understanding.
$781.90

Basic Description

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.

Taxonomic Classification

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

Names and Identifiers

IUPAC Name (3aS)-1-methyl-3,3-diphenyl-3a,4,5,6-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole
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=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Specific Rotation[α] -68° (C=1,MeOH)
Flash Point(°C)
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

Solution Calculators

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