(R)-(+)-2-Methyl-CBS-oxazaborolidine solution - 1 M in toluene , CAS No.112022-83-0

CAS: 112022-83-0 Cat. No.: R431491 Peso molecular: 277.17 Número EC: 443-530-1

GRADE & PURITY 1 M in toluene

Synonyms

(R)-1-methyl-3,3-diphenyltetrahydro-3H-pyrrolo[1,2-c] [1,3,2] oxazaborole | D5911 | (R)-1-methyl-3,3-diphenyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole | Trans-()-ACP | (R)-METHYL-CBS | (R)-Methyl oxazaborolidine 1M in toluene | Flamazine Crm 1% | (R)

Storage

Room temperature

Shipped In

Normal

Descripción general

Application

( R )-(+)-2-Methyl-CBS-oxazaborolidine solution [1M in toluene] may be used as a catalyst in the asymmetric borane reduction of perfluoroalkyl ketones. It may also be used in the preparation of: (-)-diospongin B (1 R )-2-azido-1-(2,2-dimethyl-4 H -1,3-benzodioxin-6-yl)ethanol ( S )-α-deuteriobenzyl alcohol (3 S ,4 R ,5 S )-1-(trimethylsilyl)-4,5-epoxyhex-1-yn-3-ol Excellent catalyst of asymmetric reductions. 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. Used in a desymmetrizing reduction leading to ( S )-4-hydroxycyclohexenone. CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis

Specifications

Sinónimos

(R)-1-methyl-3, 3-diphenyltetrahydro-3H-pyrrolo[1, 2-c] [1, 3, 2] oxazaborole | D5911 | (R)-1-methyl-3, 3-diphenyltetrahydro-3H-pyrrolo[1, 2-c][1, 3, 2]oxazaborole | Trans-()-ACP | (R)-METHYL-CBS | (R)-Methyl oxazaborolidine 1M in toluene | Flamazine Crm 1% | (R)

Especificaciones y pureza

1 M in toluene

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Nombres e identificadores

• Sonrisas canónicas: B1(N2CCCC2C(O1)(C3=CC=CC=C3)C4=CC=CC=C4)C
• IUPAC Name: (3aR)-1-methyl-3,3-diphenyl-3a,4,5,6-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole
• InChIKey: VMKAFJQFKBASMU-QGZVFWFLSA-N
• 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-/m1/s1
• Isómeros SMILES: B1(N2CCC[C@@H]2C(O1)(C3=CC=CC=C3)C4=CC=CC=C4)C
• WGK Alemania: 3
• Peso molecular: 277.17
• Reaxy-Rn: 13756891
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13756891&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Clase Benzene and substituted derivatives
      • Subclass Diphenylmethanes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: 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 Organooxygen compounds Organonitrogen compounds Monoalkylboranes Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Diphenylmethane - Boronic acid ester - Pyrrolidine - Boronic acid derivative - Organoheterocyclic compound - Oxacycle - Azacycle - Organic metalloid salt - Organic nitrogen compound - Hydrocarbon derivative - Alkylborane - Organooxygen compound - Organonitrogen compound - Organic metalloid moeity - Monoalkylborane - Organic oxygen compound - Aromatic heteropolycyclic compound
• Descripción: 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Rotación específica [α]: 68° (C=1,MeOH)
• Punto de fusión (°C): 85-95°C(lit.)
• Peso molecular: 277.200 g/mol
• 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

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