(R)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine - ≥97% , CAS No.112022-83-0

CAS: 112022-83-0 Cat. No.: D121000 Molecular Weight: 277.17 EC Number: 443-530-1

GRADE & PURITY ≥97%

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

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

he 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, C2 symmetrical ferrocenyl diols, and propargyl alcohols.

Specifications

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)

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Canonical Smiles: 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
• 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=

Taxonomic Classification

Taxonomy Tree

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

• 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 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
• 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

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

Chemical and Physical Properties

• Sensitivity: Moisture,air and heat sensitive
• Specific Rotation[α]: 68° (C=1,MeOH)
• Melt Point(°C): 85-95°C(lit.)
• Molecular Weight: 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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