(R)-1,3,3-Triphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole

Base Information

• Chemical Name: (R)-1,3,3-Triphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole
• CAS No.: 145238-45-5
• Molecular Formula: C23H22BNO
• Molecular Weight: 339.24
• European Community (EC) Number: 814-377-1
• Nikkaji Number: J517.506B
• Mol file: 145238-45-5.mol

Synonyms:145238-45-5;(R)-1,3,3-Triphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole;(3aR)-1,3,3-triphenyl-3a,4,5,6-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole;(R)-Tetrahydro-1,3,3-triphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxaborole, 99per cent (R)-Phenyl oxazabor;(R)-TETRAHYDRO-1,3,3-TRIPHENYL-1H,3H-PYRROLO[1,2-C][1,3,2]OXAZABOROLE;(R)-PHENYL OXAZABOROLIDINE;SCHEMBL3187114;SCHEMBL4897012;GXAMQZFEKIDKAP-JOCHJYFZSA-N;SC10774;A3152;BB 0262758;(3aR)-1,3,3-Triphenyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole;(R)-TETRAHYDRO-1,3,3-TRIPHENYL-1H,3H-PYRROLO[1,2-C][1,3,2]OXABOROLE;(R)-2-PHENYL-CBS-OXAZABOROLIDINE;(R)-TETRAHYDRO-1,3,3-TRIPHENYL-1H,3H-PYRROLO[1,2-C][1,3,2]OXABOROLE, 99% (R)-PHENYL OXAZABOROLIDINE

Chemical Property of (R)-1,3,3-Triphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole

Chemical Property:

• Boiling Point: 457.775 °C at 760 mmHg
• PKA: -0.33±0.40(Predicted)
• Flash Point: 230.654 °C
• PSA: 12.47000
• Density: 1.172 g/cm³
• LogP: 3.75810
• Sensitive.: moisture sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 339.1794445
• Heavy Atom Count: 26
• Complexity: 447

Purity/Quality:

99% ^*data from raw suppliers

(R)-Tetrahydro-1,3,3-triphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxaborole, 99% (R)-Phenyl oxazaborolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(N2CCCC2C(O1)(C3=CC=CC=C3)C4=CC=CC=C4)C5=CC=CC=C5
• Isomeric SMILES: B1(N2CCC[C@@H]2C(O1)(C3=CC=CC=C3)C4=CC=CC=C4)C5=CC=CC=C5
• Uses: Convenient catalyst for the enantioselective borane reduction of ketones at ambient temperatures.

Technology Process of (R)-1,3,3-Triphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole

There total 1 articles about (R)-1,3,3-Triphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(R)-α,α-diphenylprolinol (22348-32-9) + phenylboronic acid (98-80-6) → (R)-tetrahydro-1-phenyl-3,3-diphenyl-1H,3H-pyrrolo(1,2-c)(1,3,2)oxazaborolidine (145238-45-5,131180-90-0)

Guidance literature:

In toluene; for 12h; Inert atmosphere; Reflux;

DOI:10.1021/jacs.7b08577

upstream raw materials:

(R)-α,α-diphenylprolinol

phenylboronic acid

Refernces

• 1、 Li, Qi,Seiple, Ian B.. "Modular, Scalable Synthesis of Group A Streptogramin Antibiotics". supporting information. p. 13304 - 13307. Retrieved 2017/10/05.