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ChemicalBook > CAS DataBase List > (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole

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

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Product Name
(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole
CAS No.
112022-83-0
Chemical Name
(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole
Synonyms
(R)-2-METHYL-CBS-OXAZABOROLIDINE;(R)-ME CBS;(R)-METHYL OXAZABOROLIDINE;(R)-1-Methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole;idine;(R)-Me-CBS Catalyst;2-c][1;(R)-1-METH;3H-pyrrolo[1;2]oxazaborole
CBNumber
CB0763916
Molecular Formula
C18H20BNO
Formula Weight
277.17
MOL File
112022-83-0.mol
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(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Property

Melting point:
85-95 °C(lit.)
Boiling point:
111 °C
Density 
0.95 g/mL at 25 °C
refractive index 
68 ° (C=1, MeOH)
Flash point:
40 °F
storage temp. 
room temp
solubility 
soluble in Chloroform, Methanol
pka
1.02±0.40(Predicted)
form 
Liquid
color 
Colorless to amber
optical activity
[α]22/D +76.8°, c = 1 in toluene
Water Solubility 
Not miscible or difficult to mix in water.
Sensitive 
Air & Moisture Sensitive
BRN 
9059874
Exposure limits
ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)
InChIKey
VMKAFJQFKBASMU-QGZVFWFLSA-N
CAS DataBase Reference
112022-83-0(CAS DataBase Reference)
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Safety

Hazard Codes 
F,Xn,Xi
Risk Statements 
11-38-48/20-63-65-67-36/37-19-40
Safety Statements 
36/37-62-33-29-16-2-26
RIDADR 
UN 1294 3/PG 2
WGK Germany 
3
F 
10
HazardClass 
3
PackingGroup 
II
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H318Causes serious eye damage

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
457698
Product name
(R)-(+)-2-Methyl-CBS-oxazaborolidine solution
Purity
1 M in toluene
Packaging
5ml
Price
$110
Updated
2024/03/01
Sigma-Aldrich
Product number
457698
Product name
(R)-(+)-2-Methyl-CBS-oxazaborolidine solution
Purity
1 M in toluene
Packaging
25ml
Price
$408
Updated
2024/03/01
TCI Chemical
Product number
D2130
Product name
(R)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine
Purity
>97.0%(T)
Packaging
1g
Price
$40
Updated
2024/03/01
TCI Chemical
Product number
D2130
Product name
(R)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine
Purity
>97.0%(T)
Packaging
5g
Price
$116
Updated
2024/03/01
Alfa Aesar
Product number
L09230
Product name
(R)-2-Methyl-CBS-oxazaborolidine monohydrate, 94%
Packaging
250mg
Price
$28.5
Updated
2021/12/16
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(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Chemical Properties,Usage,Production

Reactions

  1. Convenient catalyst for the enantioselective borane reduction of ketones at ambient temperatures.
  2. Asymmetric synthesis of α-chiral hydroxyalkylphosphines via a catalytic, enantioselective reduction of acylphosphines.
  3. Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: Stereospecific formation of diarylalkanes and triarylmethanes.
  4. Enantioselective reduction of prochiral ketones with NaBH4/Me2SO4/(S)-Me-CBS. 

Chemical Properties

white to light yellow crystal powde

Uses

suzuki reaction

Uses

(R)-2-Methyl-CBS-oxazaborolidine is 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. It is also used in a desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone. It is useful in the production of stereospecific motifs such as α-hydroxy acids, α-amino acids, symmetrical ferrocenyl diols and propargyl alcohols.

Uses

CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis

(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Preparation Products And Raw materials

Raw materials

Preparation Products

4H-AMINO-6-BROMO-2,3-DIHYDROTHIOCHROMEN-1,1-DIOXIDE 4-Hydroxy-6-bromo-2,3-dihydrothiochromen-1,1-dioxide
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(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Suppliers

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View Lastest Price from (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole 112022-83-0
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2021-11-09
Henan Aochuang Chemical Co.,Ltd.
Product
(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole 112022-83-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-26
Zhuozhou Wenxi import and Export Co., Ltd
Product
(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole 112022-83-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11

112022-83-0, (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaboroleRelated Search:

2-Methyl-1-propanol Piperazine n-Butyllithium Potassium pyrophosphate Tetrahydrofuran Benzoic acid Sodium sulfide 2-Amino-2-methyl-1-propanol CATECHOLBORANE N-Benzylcinchonidinium chloride ent-EzetiMibe EzetiMibe (3R,4R,3'S)-IsoMer (R)-3-((S)-5-(4-fluorophenyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one (3R,4R)-1-(4-fluorophenyl)-3-((R)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-hydroxyphenyl)azetidin-2-one 4a€-O-Benzyloxy (3S,4S)-Ezetimibe (4S)-3-(2,2-dimethylpropanoyl)-4-phenyl-1,3-oxazolidin-2-one 4-BENZOYLBUTYRIC ACID 2-Oxazolidinone, 3-[(2R,5S)-5-(4-fluorophenyl)-2-[(S)-[(4-fluorophenyl)amino][4-[(trimethylsilyl)oxy]phenyl]methyl]-1-oxo-5-[(trimethylsilyl)oxy]pentyl]-4-phenyl-, (4S)-rel-

  • ALPHA,ALPHA-DIPHENYL-D-PROLINOL METHYLBORONIC ACID CYCL-AMIDE-ESTER
  • (R)-(+)-2-METHYL-CBS-OXAZABOROLIDINE
  • (R)-Methyloxazaborolidine,1-1.5Mintoluene[(R)-MeCBS]CoreyCatalyst
  • (r)-(+)-2-methyl-cbs-oxazaborolidine solution
  • (r)-2-methyl-cbs-oxazaborolidine, 1m soln. in toluene
  • α,α-diphenyl-d-prolinol methylboronic acid cycl-amide-ester
  • α,α-diphenyl-d-prolinolmethylboronic acid cyclamide ester
  • (R)-(+)-Methyl-CBS-oxazaborolidine
  • (R)-Me-CBS Catalyst
  • α,α-Diphenyl-D-prolinolmethylboronic acid cyclamide ester, (R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, (R)-1-Methyl,3,3-diphenyl-tetrahydro-pyrrolo(1,2-c)(1,3,2)oxazaborole
  • (R-Methyl-Corey-Bakshi-Shibata catalyst
  • (R)-Tetrahydro-1-methyl-3,3-triphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, 1-1.5M in toluene [(R)-Methyl oxazaborolidine] Corey Catalyst
  • (3aR)-1-Methyl-3,3-diphenyl-3aα,4,5,6-tetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole
  • (3aR)-3,3aα,4,5-Tetrahydro-1-methyl-3,3-diphenyl-6H-1-bora-2-oxa-6a-azapentalene
  • (3aR)-3,3-Diphenyl-1-methyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole
  • (3aR)-Tetrahydro-1-methyl-3,3-diphenyl-3H-pyrrolo[1,2-c][1,3,2]oxazaborole
  • (5R)-2-Methyl-4,4-diphenyl-1-aza-2-bora-3-oxabicyclo[3.3.0]octane
  • 1-Methyl-3,3-diphenyl-3aα,4,5,6-tetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole
  • (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole
  • (R)-TETRAHYDRO-1-METHYL-1,3-DIPHENYL-1H,3H-PYRROLO[1,2-C][1,3,2]OXAZOBOROLE
  • (R)-(+)-2-Methyl-CBS-oxazaborolidine >=95%
  • (R)-(+)-2-Methyl-CBS-oxazaborolidine solution 1 M in THF
  • (R)-(+)-2-Methyl-CBS-oxazaborolidine solution 1 M in toluene
  • (R)-(+)-2-Methyl-CBS-oxazaborolindine
  • (R)-2-Methyl-CBS-oxazaborolidine (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole
  • (R)-2-Methyl-CBS-oxazaborolidine (1mol/L)
  • (R)-2-Methyl-CBS-oxazaborolidine (solid)
  • (R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, 0.9-1.1M in toluene [(R)-Methyloxazaborolidine]
  • (R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, 0.9-1.1M in toluene [(R)-Methyloxazaborolidine] (R)-CBS Catalyst
  • (R)- METHYL OXAZABOROLIDINE IN TOLUENE 1M. IN CYLINDER
  • (R)-1-METHYL,3,3-
  • (R)-1-METH
  • (R)-2-METHYL-CBS-OXAZABOROLIDINE
  • (R)-2-METHYL-CBS-OXAZABOROLIDINE MONOHYDRATE
  • (R)-1-METHYL,3,3-DIPHENYL-TETRAHYDRO-PYRROLO(1,2-C)(1,3,2)OXAZABOROLE
  • (R)-3,3-DIPHENYL-1-METHYLTETRAHYDRO-1H,3H-PYRROLO[1,2-C][1,3,2]OXAZABOROLE
  • (R)-3,3-DIPHENYL-1-METHYLTETRAHYDRO-3H-PYRROLO-[1,2-C][1,3,2]OXAZABOROLE
  • (R)-5,5-DIPHENYL-2-METHYL-3,4-PROPANO-1,3,2-OXAZABOROLIDINE
  • (R)-TETRAHYDRO-1-METHYL-3,3-DIPHENYL-1H,3H-PYRROLO[1,2-C][1,3,2] OXAZABOROLE
  • (R)-TETRAHYDRO-1-METHYL-3,3-DIPHENYL-1H,3H-PYRROLO[1,2-C][1,3,2]OXAZOBOROLE
  • (R)-ME CBS
  • (R)-METHYL OXAZABOROLIDINE
  • (R)-methyloxazaborolidine,(R)-mecbs,in
  • (R)-methyloxazaborolidine,(R)-mecbs,intoluene
  • (R)-Methyloxazaborolidine,1-1.5Mintoluene[(R)-MeCBS]
  • ( R )-2-Methyl-CBS-Oxazaborolidine.H20
  • (R)-Methyl oxazaborolidine, in toluene, 1M solution
  • (R)-(+)-2-METHYL-CBS-OXAZABOROLIDINE, 1M SOLUTION IN TOLUENE
  • (R)-2-METHYL-CBS-OXAZABOROLIDINE, 1M IN&
  • (R)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborlidine
  • (R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole,0.9-1.1Mintoluene[(R)-Methyloxazaborolidine]CoreyCatalyst
  • (R)-Tetrahydro-1-Methyl-3
  • 0.9-1.1Mintoluene[(R)-Methyloxazaborolidine]CoreyCatalyst
  • 2]oxazaborole
  • 2-c][1
  • 3-diphenyl-1H
  • 3H-pyrrolo[1
  • (R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrole[1,2-c][1,3,2]oxazaborole, 0.9-1.1M in toluene [(R)-Methyloxazaborolidine] Corey Catalyst