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Name |
(R)-2-METHYL-CBS-OXAZABOROLIDINE |
EINECS | -0 |
CAS No. | 112022-83-0 | Density | 1.12 g/cm3 |
PSA | 12.47000 | LogP | 3.48070 |
Solubility | Not miscible or difficult to mix in water. | Melting Point |
85-95 ºC |
Formula | C18H20BNO | Boiling Point | 377.5 ºC at 760 mmHg |
Molecular Weight | 277.174 | Flash Point | 182.1ºC |
Transport Information | UN 1294 3/PG 2 | Appearance | white to light yellow crystal powder |
Safety | 36/37-62-33-29-16-2 | Risk Codes | 11-38-48/20-63-65-67-36/37-19 |
Molecular Structure | Hazard Symbols | F,Xn,Xi | |
Synonyms |
(3aR)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole;1H,3H-Pyrrolo[1,2-c][1,3,2]oxazaborole,tetrahydro-1-methyl-3,3-diphenyl-, (R)-;(R)-Me-CBS;(R)-Me-Corey-Bakshi-Shibatareagent;(R)-Methyl-CBS;(R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole;(R-Methyl-Corey-Bakshi-Shibata catalyst; |
Article Data | 8 |
(S)-diphenylprolinol
dihydroxy-methyl-borane
(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole
Conditions | Yield |
---|---|
In hexane at 30℃; Solvent; Temperature; Inert atmosphere; Reflux; | 81% |
Trimethylboroxine
(R)-α,α-diphenylprolinol
(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole
Conditions | Yield |
---|---|
In toluene Heating; | |
With borane In toluene at 20 - 150℃; for 4.5h; | |
In toluene at 20℃; for 0.5h; |
dihydroxy-methyl-borane
(R)-α,α-diphenylprolinol
(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole
Conditions | Yield |
---|---|
With 4 A molecular sieve In toluene at 20℃; for 1h; | 80 mg |
In toluene Reflux; Dean-Stark; |
bis(methoxy)methylborane
(R)-α,α-diphenylprolinol
A
methanol
B
(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole
Conditions | Yield |
---|---|
In toluene at 20℃; for 1h; Product distribution / selectivity; |
methyl 3-(4-methoxybenzoyl)propionate
(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole
(S)-methyl 4-hydroxy-4-(4’-methoxyphenyl)butyrate
Conditions | Yield |
---|---|
With boron trifluoride-tetrahydrofuran complex In toluene at -78℃; | 96% |
(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole
Conditions | Yield |
---|---|
With borane-THF In tetrahydrofuran; toluene at -40℃; for 2h; | 95% |
dimethyl sulfide borane
(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole
Conditions | Yield |
---|---|
Stage #1: dimethyl sulfide borane; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran at 0℃; for 0.5h; Stage #2: methyl 2,4-bis(methoxymethoxy)-6-(3-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)-2-oxopropyl) benzoate In tetrahydrofuran at -20℃; for 12h; Reagent/catalyst; | 90% |
8-benzyloxy-5-(2-bromoacetyl)-1H-quinolin-2-one
(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole
8-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]quinolin-2(1H)-one
Conditions | Yield |
---|---|
In tetrahydrofuran; hydrogenchloride; ethyl acetate liquid HCl; | 76% |
3-chloro-1-(3-isoxazolyl)-1-propanone
(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole
(S)-α-(2-Chloroethyl)-5-isoxazolemethanol
Conditions | Yield |
---|---|
With borane In tetrahydrofuran; methanol; toluene | 13% |
dimethyl sulfate
(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole
(R)-(+)-1-methyl-α,α-diphenyl-2-pyrrolidinemethanol
Conditions | Yield |
---|---|
With potassium carbonate In water |