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(R)-α,α-Diphenyl-2-pyrrolidinemethanol 22348-32-9 Catalys good supplier t High quality
Cas No: 22348-32-9
No Data 10 Gram 500 Metric Ton/Day China Synchem Technology Co.,Ltd Contact Supplier
(R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine TOP1 supplier
Cas No: 22348-32-9
No Data 100 Gram 1-1000 Metric Ton/Day Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
CHemwill -- (R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine
Cas No: 22348-32-9
USD $ 1.0-1.0 / Metric Ton 1 Metric Ton 5 Metric Ton/Day Chemwill Asia Co., Ltd. Contact Supplier
High purity Various Specifications (R)-Diphenylprolinol CAS:22348-32-9
Cas No: 22348-32-9
USD $ 100.0-500.0 / Gram 1 Gram 99999 Gram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
High Quality 99% 22348-32-9 (R)-(+)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol Manufacturer
Cas No: 22348-32-9
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
(R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine
Cas No: 22348-32-9
No Data 1 Gram Metric Ton/Day Henan Allgreen Chemical Co.,Ltd Contact Supplier
(R)-(+)-alpha,alpha-Diphenylprolinol
Cas No: 22348-32-9
No Data No Data 3000 Kilogram/Month ORCHID CHEMICAL SUPPLIES LTD Contact Supplier
(R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine
Cas No: 22348-32-9
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
(R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine
Cas No: 22348-32-9
USD $ 500.0-500.0 / Gram 1000 Gram 10 Metric Ton/Month Hebei yanxi chemical co.,LTD. Contact Supplier
TIANFU-CHEM CAS:22348-32-9 (R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine
Cas No: 22348-32-9
No Data 1 Gram 1 Metric Ton/Day Henan Tianfu Chemical Co., Ltd. Contact Supplier

22348-32-9 Usage

Uses

suzuki reaction

Chemical Properties

white to faintly yellow crystalline powder
InChI:InChI=1/C17H19NO/c19-17(16-12-7-13-18-16,14-8-3-1-4-9-14)15-10-5-2-6-11-15/h1-6,8-11,16,18-19H,7,12-13H2/t16-/m1/s1

22348-32-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (D2365)  (R)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol  >98.0%(GC)(T) 22348-32-9 1g 850.00CNY Detail
TCI America (D2365)  (R)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol  >98.0%(GC)(T) 22348-32-9 5g 2,990.00CNY Detail
Alfa Aesar (L09218)  (R)-(+)-alpha,alpha-Diphenylprolinol, 99%    22348-32-9 250mg 743.0CNY Detail
Alfa Aesar (L09218)  (R)-(+)-alpha,alpha-Diphenylprolinol, 99%    22348-32-9 1g 1243.0CNY Detail
Alfa Aesar (L09218)  (R)-(+)-alpha,alpha-Diphenylprolinol, 99%    22348-32-9 5g 4675.0CNY Detail
Aldrich (382337)  (R)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol  98% 22348-32-9 382337-100MG 985.14CNY Detail
Aldrich (382337)  (R)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol  98% 22348-32-9 382337-1G 2,149.29CNY Detail
Aldrich (382337)  (R)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol  98% 22348-32-9 382337-5G 7,429.50CNY Detail

22348-32-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name diphenyl-[(2R)-pyrrolidin-2-yl]methanol

1.2 Other means of identification

Product number -
Other names (R)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:22348-32-9 SDS

22348-32-9Synthetic route

2-(hydroxy(diphenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester
137496-68-5

2-(hydroxy(diphenyl)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 2.5h; Reflux;100%
With sodium hydroxide In ethanol at 79℃; for 4h;90%
(R)-1-tert-butyl-(λ1-oxidanyl)-(λ3-sulfanyl)-2-((methoxymethoxy)diphenylmethyl)pyrrolidine

(R)-1-tert-butyl-(λ1-oxidanyl)-(λ3-sulfanyl)-2-((methoxymethoxy)diphenylmethyl)pyrrolidine

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Stage #1: (R)-1-tert-butyl-(λ1-oxidanyl)-(λ3-sulfanyl)-2-((methoxymethoxy)diphenylmethyl)pyrrolidine With hydrogenchloride In methanol at 0 - 70℃; for 4h;
Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; methanol at 20℃; for 6h;
91%
diphenyl(pyrrolidin-2-yl)methanol
63401-04-7

diphenyl(pyrrolidin-2-yl)methanol

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(R)-Tetrahydro-1H,3H-pyrrolo<1,2-c>oxazole-1,3-dione
90971-03-2

(R)-Tetrahydro-1H,3H-pyrrolo<1,2-c>oxazole-1,3-dione

phenylmagnesium chloride

phenylmagnesium chloride

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
In tetrahydrofuran Yield given;
diphenyl(pyrrolidin-2-yl)methanol
63401-04-7

diphenyl(pyrrolidin-2-yl)methanol

B

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Stage #1: diphenyl(pyrrolidin-2-yl)methanol With (R)-1,1'-Bi-2-naphthol; boric acid In acetonitrile Heating;
Stage #2: With hydrogenchloride In diethyl ether; water Further stages.;
benzophenone
119-61-9

benzophenone

zinc dust

zinc dust

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) s-BuLi, (-)-sparteine, 3.) AcOH
2: 90 percent / NaOH / ethanol / 4 h / 79 °C
View Scheme
phenylmagnesium chloride

phenylmagnesium chloride

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 70 percent / tetrahydrofuran / 24 h / 23 °C
2: 77 percent / BH3 / tetrahydrofuran
View Scheme
methyl 5-oxopyrrolidine-2-carboxylate
4931-66-2, 54571-66-3, 64700-65-8

methyl 5-oxopyrrolidine-2-carboxylate

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 70 percent / tetrahydrofuran / 24 h / 23 °C
2: 77 percent / BH3 / tetrahydrofuran
View Scheme
Pyroglutamic acid
149-87-1

Pyroglutamic acid

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 95 percent / 5 molpercent hydrogen chloride (from acetyl chloride) / 24 h / 23 °C
2: 70 percent / tetrahydrofuran / 24 h / 23 °C
3: 77 percent / BH3 / tetrahydrofuran
View Scheme
5-(hydroxy-diphenyl-methyl)-pyrrolidin-2-one
21901-76-8

5-(hydroxy-diphenyl-methyl)-pyrrolidin-2-one

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 77 percent / BH3 / tetrahydrofuran
View Scheme
C24H25NO
356790-44-8

C24H25NO

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
With hydrogenchloride; palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 18h; Inert atmosphere;
C20H23NO3

C20H23NO3

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
With potassium hydroxide In methanol for 48h; Reflux;
phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

1-(tert-butyl) 2-methyl (R)-pyrrolidine-1,2-dicarboxylate
73323-65-6

1-(tert-butyl) 2-methyl (R)-pyrrolidine-1,2-dicarboxylate

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Stage #1: phenylmagnesium chloride; 1-(tert-butyl) 2-methyl (R)-pyrrolidine-1,2-dicarboxylate In tetrahydrofuran at 10 - 60℃; Industrial scale;
Stage #2: With hydrogenchloride In water at 45℃; for 9h; Industrial scale;
Stage #3: With sodium hydroxide Industrial scale;
n/a
((methoxymethoxy)methylene)dibenzene
223930-75-4

((methoxymethoxy)methylene)dibenzene

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -40 °C / Inert atmosphere
1.2: 1 h / -78 °C / Inert atmosphere
2.1: hydrogenchloride / methanol / 4 h / 0 - 70 °C
2.2: 6 h / 20 °C
View Scheme
3-chloro-n-propanesulfonyl chloride
1633-82-5

3-chloro-n-propanesulfonyl chloride

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(R)-(1-(3-chloropropylsulfonyl)pyrrolidin-2-yl)diphenylmethanol
1370293-21-2

(R)-(1-(3-chloropropylsulfonyl)pyrrolidin-2-yl)diphenylmethanol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h;100%
Triisopropyl borate
5419-55-6

Triisopropyl borate

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

ethylene glycol
107-21-1

ethylene glycol

(R)-2-[(1,3,2-dioxaborolan-2-yloxy)diphenylmethyl]pyrrolidine

(R)-2-[(1,3,2-dioxaborolan-2-yloxy)diphenylmethyl]pyrrolidine

Conditions
ConditionsYield
In toluene at 80℃; for 1h; Inert atmosphere;100%
Stage #1: Triisopropyl borate; ethylene glycol In toluene Inert atmosphere; Reflux;
Stage #2: (R)-α,α-diphenylprolinol In toluene at 80℃; for 1h; Inert atmosphere; Reflux;
100%
Stage #1: Triisopropyl borate; ethylene glycol In toluene Inert atmosphere; Reflux;
Stage #2: (R)-α,α-diphenylprolinol In toluene at 80℃; for 1h; Inert atmosphere;
90%
phenylbis(diisopropylamino)borane
47127-05-9

phenylbis(diisopropylamino)borane

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(S)-tetrahydro-1,3,3-triphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazoborolidine

(S)-tetrahydro-1,3,3-triphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazoborolidine

Conditions
ConditionsYield
In tetrahydrofuran; toluene reflux for 30 min; solvents are removed;96%
butylbis(diisopropylamino)borane
151293-62-8

butylbis(diisopropylamino)borane

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(S)-tetrahydro-1-butyl-3,3-diphenyl-1H,3H-pyrrolo{2,1-c}{1,3,2}oxazaborole

(S)-tetrahydro-1-butyl-3,3-diphenyl-1H,3H-pyrrolo{2,1-c}{1,3,2}oxazaborole

Conditions
ConditionsYield
In tetrahydrofuran; toluene reflux for 30 min; solvents are removed;95%
chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(R)-2-(((methyldiphenylsilyl)oxy)diphenylmethyl)pyrrolidine

(R)-2-(((methyldiphenylsilyl)oxy)diphenylmethyl)pyrrolidine

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 24h;93%
(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

2-iodo-4,4-dimethyl-cyclohex-2-enone
157952-85-7

2-iodo-4,4-dimethyl-cyclohex-2-enone

(S)-2-iodo-4,4-dimethyl-2-cyclohexen-1-ol

(S)-2-iodo-4,4-dimethyl-2-cyclohexen-1-ol

Conditions
ConditionsYield
Stage #1: (R)-α,α-diphenylprolinol With Trimethyl borate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
Stage #2: 2-iodo-4,4-dimethyl-cyclohex-2-enone With N,N-diethylaniline borane In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
92%
(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

N-((2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)-methyl)-tetrahydro-2H-pyran-2-yl)-2,2,2-trichloroacetamide
99701-64-1

N-((2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)-methyl)-tetrahydro-2H-pyran-2-yl)-2,2,2-trichloroacetamide

C52H54N2O7
1158857-93-2

C52H54N2O7

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 25℃; Inert atmosphere;90%
With caesium carbonate In N,N-dimethyl-formamide at 25℃; Schlenk technique; Inert atmosphere;90%
(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

ethylene glycol
107-21-1

ethylene glycol

(R)-2-[(1,3,2-dioxaborolan-2-yloxy)diphenylmethyl]pyrrolidine

(R)-2-[(1,3,2-dioxaborolan-2-yloxy)diphenylmethyl]pyrrolidine

Conditions
ConditionsYield
With Triisopropyl borate90%
Stage #1: ethylene glycol With Triisopropyl borate In toluene at 105℃; Inert atmosphere;
Stage #2: (R)-α,α-diphenylprolinol In toluene for 1h; Inert atmosphere;
methylbis(diisopropylamino)borane
151293-60-6

methylbis(diisopropylamino)borane

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole
112022-81-8

(S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole

Conditions
ConditionsYield
In tetrahydrofuran; toluene reflux for 30 min; solvents are removed;89%
(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

2-Nitrobenzenesulfonyl chloride
1694-92-4

2-Nitrobenzenesulfonyl chloride

(R)-(1-((2-nitrophenyl)sulfonyl)pyrrolidin-2-yl)diphenylmethanol

(R)-(1-((2-nitrophenyl)sulfonyl)pyrrolidin-2-yl)diphenylmethanol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;85%
dihydroxy-methyl-borane
13061-96-6

dihydroxy-methyl-borane

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole
112022-81-8

(S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole

Conditions
ConditionsYield
In n-heptane at 40℃; Solvent; Temperature; Inert atmosphere; Reflux; Large scale;83%
2,6-bis-(bromomethyl)pyridine
7703-74-4

2,6-bis-(bromomethyl)pyridine

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(2R,2'R)-1,1'-(pyridine-2,6-diylbis(methylene))bis[2-(diphenylmethanol)pyrrolidine]
1310579-92-0

(2R,2'R)-1,1'-(pyridine-2,6-diylbis(methylene))bis[2-(diphenylmethanol)pyrrolidine]

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In ethanol at 20℃; for 8h;78%
2-(bromomethyl)pyridine hydrobromide
31106-82-8

2-(bromomethyl)pyridine hydrobromide

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(R)-2-(diphenylmethanol)-1-(pyridin-2-ylmethyl)pyrrolidine
132902-42-2

(R)-2-(diphenylmethanol)-1-(pyridin-2-ylmethyl)pyrrolidine

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In ethanol at 20℃; for 10h;76%
(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

4-(2,4-dioxo-1,2,3,4-tetrahydro-1-pyrimidinyl)butanoic acid
2950-83-6

4-(2,4-dioxo-1,2,3,4-tetrahydro-1-pyrimidinyl)butanoic acid

(R)-1-(4-(2-(hydroxydiphenylmethyl)pyrrolidin-1-yl)-4-oxobutyl)pyrimidine-2,4(1H,3H)-dione
1204659-22-2

(R)-1-(4-(2-(hydroxydiphenylmethyl)pyrrolidin-1-yl)-4-oxobutyl)pyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 3h;66%
(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

N-Benzyloxycarbonyl-L-proline
1148-11-4

N-Benzyloxycarbonyl-L-proline

(S)-2-[(R)-2-(Hydroxy-diphenyl-methyl)-pyrrolidine-1-carbonyl]-pyrrolidine-1-carboxylic acid benzyl ester

(S)-2-[(R)-2-(Hydroxy-diphenyl-methyl)-pyrrolidine-1-carbonyl]-pyrrolidine-1-carboxylic acid benzyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In chloroform for 12h;65%
(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

4-chlorophenylglyoxal
4998-15-6

4-chlorophenylglyoxal

1-(4-chlorophenyl)-2-[2-(diphenylmethylene)pyrrolidin-1-yl]ethane-1,2-dione
1620212-19-2

1-(4-chlorophenyl)-2-[2-(diphenylmethylene)pyrrolidin-1-yl]ethane-1,2-dione

Conditions
ConditionsYield
With gold(III) tribromide In dichloromethane at 60℃; for 12h; Schlenk technique;62%
t-butyldimethylsiyl triflate
69739-34-0

t-butyldimethylsiyl triflate

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(R)-2-(((tert-butyldimethylsilyl)oxy)diphenylmethyl)pyrrolidine
1236033-34-3

(R)-2-(((tert-butyldimethylsilyl)oxy)diphenylmethyl)pyrrolidine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 22℃; for 12h; Inert atmosphere;56%
(2-formylphenyl)(diphenyl)phosphine
50777-76-9

(2-formylphenyl)(diphenyl)phosphine

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(2R,5R)-1-aza-2-(2-diphenylphosphino)phenyl-3-oxa-4,4-diphenylbicyclo[3.3.0]octane

(2R,5R)-1-aza-2-(2-diphenylphosphino)phenyl-3-oxa-4,4-diphenylbicyclo[3.3.0]octane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 24h; Cycloaddition; Heating;54%
(1R,4R,7R)-7-isopropyl-5-methylbicyclo[2.2.2]octane-2,5-diene-2-carboxylic acid
1252606-18-0

(1R,4R,7R)-7-isopropyl-5-methylbicyclo[2.2.2]octane-2,5-diene-2-carboxylic acid

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

((R)-2-(hydroxydiphenylmethyl)pyrrolidin-1-yl)((1R,4R,7R)-7-isopropyl-5-methylbicyclo[2.2.2]octa-2,5-dien-2-yl)methanone

((R)-2-(hydroxydiphenylmethyl)pyrrolidin-1-yl)((1R,4R,7R)-7-isopropyl-5-methylbicyclo[2.2.2]octa-2,5-dien-2-yl)methanone

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In acetonitrile at 20℃; for 16h; Inert atmosphere; Schlenk technique;31%
Trimethylboroxine
823-96-1

Trimethylboroxine

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole
112022-83-0

(3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole

Conditions
ConditionsYield
In toluene Heating;
With borane In toluene at 20 - 150℃; for 4.5h;
In toluene at 20℃; for 0.5h;
Trimethyl borate
121-43-7

Trimethyl borate

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(R)-2-methoxy-CBS-oxazaborolidine

(R)-2-methoxy-CBS-oxazaborolidine

Conditions
ConditionsYield
With dimethylsulfide borane complex In tetrahydrofuran at 45℃; for 10h;
In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
In tetrahydrofuran
In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
Stage #1: Trimethyl borate; (R)-α,α-diphenylprolinol In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
Stage #2: With dimethylsulfide borane complex In tetrahydrofuran Inert atmosphere;
(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(R)-(+)-2-methyl-CBS-oxazaborolidine

(R)-(+)-2-methyl-CBS-oxazaborolidine

Conditions
ConditionsYield
With dimethylsulfide borane complex In tetrahydrofuran at 45℃; for 10h;
With dimethylsulfide borane complex In tetrahydrofuran; toluene at 20℃; for 1h; Inert atmosphere;
With borane-THF
tri-o-tolylboroxine
7294-50-0

tri-o-tolylboroxine

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

bis(trifluoromethanesulfonyl)amide
82113-65-3

bis(trifluoromethanesulfonyl)amide

(R)-(+)-3,3-diphenyl-1-o-tolyl-tetrahydropyrrolo-(1,2-c)(1,3,2)oxazaborole-1,1,1-trifluoro-N-((trifluoromethyl)-sulfonyl)methanesulfonamide

(R)-(+)-3,3-diphenyl-1-o-tolyl-tetrahydropyrrolo-(1,2-c)(1,3,2)oxazaborole-1,1,1-trifluoro-N-((trifluoromethyl)-sulfonyl)methanesulfonamide

Conditions
ConditionsYield
Stage #1: tri-o-tolylboroxine; (R)-α,α-diphenylprolinol With 4A MS In toluene for 3h; Heating;
Stage #2: bis(trifluoromethanesulfonyl)amide In dichloromethane at -25℃; for 0.25h;
tri-o-tolylboroxine

tri-o-tolylboroxine

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

bis(trifluoromethanesulfonyl)amide
82113-65-3

bis(trifluoromethanesulfonyl)amide

(R)-(+)-3,3-diphenyl-1-o-tolyl-tetrahydropyrrolo-(1,2-c)(1,3,2)oxazaborole-1,1,1-trifluoro-N-((trifluoromethyl)-sulfonyl)methanesulfonamide

(R)-(+)-3,3-diphenyl-1-o-tolyl-tetrahydropyrrolo-(1,2-c)(1,3,2)oxazaborole-1,1,1-trifluoro-N-((trifluoromethyl)-sulfonyl)methanesulfonamide

Conditions
ConditionsYield
Stage #1: tri-o-tolylboroxine; (R)-α,α-diphenylprolinol In toluene at 145℃; for 3h;
Stage #2: bis(trifluoromethanesulfonyl)amide In toluene at -20℃; for 0.333333h;
tri-o-tolylboroxine
7294-50-0

tri-o-tolylboroxine

(R)-α,α-diphenylprolinol
22348-32-9

(R)-α,α-diphenylprolinol

(R)-2-(o-methyl)phenyl-CBS-oxazaborolidine

(R)-2-(o-methyl)phenyl-CBS-oxazaborolidine

Conditions
ConditionsYield
In toluene Heating;
With 4 A molecular sieve In toluene Heating;
In toluene for 20h; Reflux;
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