(2S,4S)-N-Boc-4-methylpyrrolidine-2-carboxylic acid
- Product Name
- (2S,4S)-N-Boc-4-methylpyrrolidine-2-carboxylic acid
- CAS No.
- 364750-81-2
- Chemical Name
- (2S,4S)-N-Boc-4-methylpyrrolidine-2-carboxylic acid
- Synonyms
- Boc-4-Me-Pro-OH;N-Boc-4-Me-Pro-OH;4(S)-methy-1-Boc-L-proline;N-BOC-cis-4-Methyl-L-Proline;N-Boc-(4S)-4-methyl-L-proline;(4S)-1-Boc-4-Methyl-L-proline, CAS 364750-81-2;N-tert-Butyloxycarbonyl-(2S,4S)-4-methylproline;(2s,4s)-n-boc-4-methylpyrrolidine-2-carboxylic acid;(2S,4S)-1-(tert-Butoxycarbonyl)-4-methylpyrrolidine-2-carboxylic acid;Rel-(2s,4s)-1-(tert-butoxycarbonyl)-4-methylpyrrolidine-2-carboxylic acid
- CBNumber
- CB11118954
- Molecular Formula
- C11H19NO4
- Formula Weight
- 229.27
- MOL File
- 364750-81-2.mol
(2S,4S)-N-Boc-4-methylpyrrolidine-2-carboxylic acid Property
- Boiling point:
- 343 °C
- Density
- 1.150
- Flash point:
- 161 °C
- storage temp.
- 2-8°C
- pka
- 4.02±0.40(Predicted)
- form
- solid
- color
- Off-white
Safety
- HS Code
- 29339900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B943565
- Product name
- (2S,4S)-1-(tert-Butoxycarbonyl)-4-methylpyrrolidine-2-carboxylicAcid
- Packaging
- 100mg
- Price
- $265
- Updated
- 2021/12/16
- Product number
- 4631AB
- Product name
- (2S,4S)-1-(tert-Butoxycarbonyl)-4-methylpyrrolidine-2-carboxylicacid
- Packaging
- 1g
- Price
- $280
- Updated
- 2021/12/16
- Product number
- FB138763
- Product name
- N-t-BOC-cis-4-Methyl-L-Proline
- Packaging
- 1g
- Price
- $290
- Updated
- 2021/12/16
- Product number
- FB138763
- Product name
- N-t-BOC-cis-4-Methyl-L-Proline
- Packaging
- 2g
- Price
- $340
- Updated
- 2021/12/16
- Product number
- 4H58-1-DS
- Product name
- N-Boc-cis-4-methyl-L-proline
- Packaging
- 1g
- Price
- $360
- Updated
- 2021/12/16
(2S,4S)-N-Boc-4-methylpyrrolidine-2-carboxylic acid Chemical Properties,Usage,Production
Synthesis
540501-56-2
364750-81-2
The general procedure for the synthesis of (2S,4S)-N-tert-butoxycarbonyl-4-methylpyrrolidine-2-carboxylic acid from tert-butyl (2S,4S)-2-(hydroxymethyl)-4-methylpyrrolidine-1-carboxylate is as follows: three solutions were prepared prior to oxidation reaction according to the method of Del Valle and Goodman. The first solution was prepared from NaClO2 (1.33 g, 14.7 mmol) dissolved in water (7.4 mL). The second solution was prepared from commercial bleach (436 μL) dissolved in water (7.4 mL). The third solution was prepared by dissolving the feedstock compound (1.60 g, 7.4 mmol) in 100 mL of 3:2 (v/v) acetonitrile/NaH2PO4 buffer (pH 6.6, 0.67 M). The solution containing the feedstock compound was heated to 45°C and TEMPO (193 mg, 0.7 mmol) was added. The two oxidant solutions were added dropwise over a period of 1 h, 618 μL at a time, and the reaction mixture was stirred for 18 h at 40 °C. Upon completion of the reaction, it was cooled to room temperature and the reaction was quenched by dropwise addition of saturated aqueous Na2SO3 solution until the solution became colorless. The acetonitrile was removed by distillation under reduced pressure, and the remaining aqueous solution was alkalized to pH 10 with 1 M NaOH. The alkalized solution was washed with ether (5 x 125 mL) and then acidified to pH 2 with 2 M HCl. The acidified solution was extracted with ether (4 x 200 mL), and the organic layers were combined and dried over anhydrous MgSO4. After concentration under reduced pressure, the target product (1.60 g, 7.0 mmol, 94% yield) was obtained as a white solid.1H NMR (δ): 1.09 (d, J = 6.0 Hz, 3H), 1.44 and 1.50 (s, 9H), 1.58-1.70 and 1.88-2.00 (m, 1H), 2.21-2.31 (m, 1H), 2.31 -2.52 (m, 1H), 2.89-3.04 (m, 1H), 3.67-3.82 (m, 1H), 4.20-4.38 (m, 1H); 13C NMR (δ): 16.9, 17.2, 28.2, 28.3, 32.7, 36.4, 38.8, 53.3, 54.1, 59.4, 59.5, 80.4, 81.6, 159.4 81.6, 159.4, 162.1, 174.9, 179.6; ESI-MS (m/z): [M-H]? Calculated value C11H18NO4, 228.1; measured value: 228.4.
References
[1] Journal of the American Chemical Society, 2006, vol. 128, # 25, p. 8112 - 8113
[2] Patent: US2007/275897, 2007, A1. Location in patent: Page/Page column 6; sheet 4
(2S,4S)-N-Boc-4-methylpyrrolidine-2-carboxylic acid Preparation Products And Raw materials
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View Lastest Price from (2S,4S)-N-Boc-4-methylpyrrolidine-2-carboxylic acid manufacturers
- Product
- (2S,4S)-N-Boc-4-methylpyrrolidine-2-carboxylic acid 364750-81-2
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- ≥98%
- Supply Ability
- 200kg
- Release date
- 2019-08-30