(S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE
Uses- Product Name
- (S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE
- CAS No.
- 131852-53-4
- Chemical Name
- (S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE
- Synonyms
- (s)-n-benzyl-3-boc-amino Pyrrolidine;(S)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE;(S)-1-BENZYL-3-N-BOC-AMINO-PYRROLIDINE;(S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE;TERT-BUTYL(S)-1-BENZYLPYRROLIDIN-3-YLCARBAMATE;(S)-Tert-butyl 1-benzylpyrrolidin-3-ylcarbamate;(S)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE;(1-Benzyl-pyrrolidin-3-yl)-carbamic acid tert-butyl ester;(S)-(1-Benzyl-pyrrolidin-3-yl)-carbamic acid tert-butyl ester;Carbamic acid, N-[(3S)-1-(phenylmethyl)-3-pyrrolidinyl]-, 1,1-dimethylethyl ester
- CBNumber
- CB6246620
- Molecular Formula
- C16H24N2O2
- Formula Weight
- 276.37
- MOL File
- 131852-53-4.mol
(S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE Property
- Melting point:
- 77-81 °C(lit.)
- Boiling point:
- 385.1±31.0 °C(Predicted)
- Density
- 1.08±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- form
- solid
- pka
- 12.31±0.20(Predicted)
- optical activity
- [α]20/D -6°, c =1% in chloroform
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- 41588
- Product name
- (S)-(-)-1-Benzyl-3-(Boc-amino)pyrrolidine,97%
- Purity
- 97%
- Packaging
- 1G
- Price
- $81.76
- Updated
- 2021/12/16
- Product number
- FB149389
- Product name
- (S)-(-)-1-Benzyl-3-(boc-amino)pyrrolidine
- Packaging
- 1g
- Price
- $97
- Updated
- 2021/12/16
- Product number
- 0745CS
- Product name
- (S)-Tert-Butyl(1-benzylpyrrolidin-3-yl)carbamate
- Packaging
- 500mg
- Price
- $124
- Updated
- 2021/12/16
- Product number
- FB149389
- Product name
- (S)-(-)-1-Benzyl-3-(boc-amino)pyrrolidine
- Packaging
- 2g
- Price
- $168
- Updated
- 2021/12/16
- Product number
- FB149389
- Product name
- (S)-(-)-1-Benzyl-3-(boc-amino)pyrrolidine
- Packaging
- 500mg
- Price
- $55
- Updated
- 2021/12/16
(S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE Chemical Properties,Usage,Production
Uses
(S)-(-)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine is mainly used in organic synthesis and chemical and pharmaceutical research and development.
Synthesis
24424-99-5
114715-38-7
131852-53-4
To a 500 mL four-necked flask equipped with a stirrer, thermometer, Dimroth condenser tube, and constant-pressure dropping funnel was added 17.6 g (0.1 mol, optical purity 99.5% ee) of (S)-3-amino-1-benzylpyrrolidine. Subsequently, 158.7 g of water and 0.2 g of cationic DS (manufactured by Sanyo Chemical Industries, Ltd.) were added, and the pH of the mixture was adjusted to 11.0 ± 0.5 using a 48% aqueous sodium hydroxide solution.The mixture was stirred at 50 to 60 °C while 26.2 g (0.12 mol) of di-tert-butyl dicarbonate (abbreviated as DiBoc), the titration process lasted about 2 hours. During this time, the pH of the reaction solution was maintained at 11.0 ± 0.5 with 48% aqueous sodium hydroxide.After the dropwise addition, stirring was continued for 1 h. The reaction solution was then cooled to room temperature and the crystals were separated by filtration. The resulting crystals were dried under vacuum at 50 °C to afford 26.0 g of (S)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine in 94.1% yield, 99.1% chemical purity, and 99.5% ee optical purity. Using the same apparatus as above, 26.0 g (optical purity 99.5% ee) of (S)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine, 120 g of water, and 2.6 g of 5% Pd/C (PE-type, 55.27% water content, produced by NE Chemcat Corp.) were added and stirred at a reaction temperature of 40 °C for 10 h under hydrogen atmosphere. The reaction solution was analyzed by GC and it was confirmed that the feedstock peak disappeared and only 3-(tert-butoxycarbonylamino)pyrrolidine and toluene were detected. Upon completion of the reaction, the Pd/C was removed by filtration and the filtrate was concentrated using a rotary evaporator to 30 g. Subsequently, the concentrate was mixed with toluene and concentrated again to 20 g. Water was removed by azeotropic distillation. Under stirring, 25 g of hexane was slowly added to the concentrate to precipitate crystals and stirring was continued for 2 hours in an ice bath. The precipitated crystals were separated by filtration and dried under vacuum to give a final 15.4 g of (S)-3-(tert-butoxycarbonylamino)pyrrolidine in 87.4% yield, 99.5% chemical purity, 99.5% optical purity ee, and 0.4% moisture content.
References
[1] Patent: EP1640364, 2006, A1. Location in patent: Page/Page column 10-11
[2] Journal of Medicinal Chemistry, 2001, vol. 44, # 11, p. 1815 - 1826
(S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE manufacturers
- Product
- (S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE 131852-53-4
- Price
- US $0.01/KG
- Min. Order
- 500g
- Purity
- 98%; 99%
- Supply Ability
- 500g；1kg； 10kg; 25kg
- Release date
- 2020-01-08