ChemicalBook > CAS DataBase List > 1,3-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)easter, (R)

1,3-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)easter, (R)

Product Name
1,3-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)easter, (R)
CAS No.
192214-06-5
Chemical Name
1,3-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)easter, (R)
Synonyms
C67151;N-Cbz-R-3-Pyrrolidinecarboxylic acid;(R)-1-Cbz-3-pyrrolidinecarboxylic acid;(R)-N-Cbz-3-pyrrolidinecarboxylic Acid;(R )-1-Cbz-pyrrolidine-3-carboxylic acid;(R)-1-N-CBZ-PYRROLIDINE-3-CARBOXYLIC ACID;1-(Benzyl) (3R)-1,3-pyrrolidinedicarboxylate;1-(Phenylmethyl) (3R)-1,3-pyrrolidinedicarboxylate;(R)-1-Cbz-pyrrolidine-3-carboxylic acid - [P12342];(3R)-1-benzyloxycarbonylpyrrolidine-3-carboxylic acid
CBNumber
CB1948253
Molecular Formula
C13H15NO4
Formula Weight
249.26
MOL File
192214-06-5.mol
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1,3-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)easter, (R) Property

Boiling point:
432.3±45.0 °C(Predicted)
Density 
1.309±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
4.46±0.20(Predicted)
Appearance
White to off-white Solid
optical activity
-18.2°(C=0.01 g/mI, CHCL3, 20°C, 589nm)
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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

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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.

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N-Bromosuccinimide Price

TRC
Product number
C227640
Product name
(R)-1-Cbz-pyrrolidine-3-carboxylicacid
Packaging
250mg
Price
$95
Updated
2021/12/16
Activate Scientific
Product number
AS24682
Product name
(R)-N-Cbz-3-pyrrolidinecarboxylic Acid
Purity
97+% ee
Packaging
250mg
Price
$53
Updated
2021/12/16
Synthonix
Product number
P12342
Product name
(R)-1-Cbz-pyrrolidine-3-carboxylicacid
Purity
95+%
Packaging
1g
Price
$60
Updated
2021/12/16
Activate Scientific
Product number
AS24682
Product name
(R)-N-Cbz-3-pyrrolidinecarboxylic Acid
Purity
97+% ee
Packaging
1g
Price
$112
Updated
2021/12/16
AK Scientific
Product number
9983AA
Product name
(R)-1-Cbz-Pyrrolidine-3-carboxylicacid
Packaging
1g
Price
$127
Updated
2021/12/16
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1,3-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)easter, (R) Chemical Properties,Usage,Production

Synthesis

192214-05-4

192214-06-5

Step 3: Preparation of (R)-1-benzyloxycarbonyl-pyrrolidine-3-carboxylic acid (X): (R)-(1-benzyloxycarbonyl-pyrrolidin-3-yl)-methanol (IX, 80 g) was dissolved in acetone (800 ml), and Jones' reagent (200 ml, prepared by dissolving 53.4 g of CrO3 in 46 ml of H2SO4 and 140 ml of water under stirring) was added dropwise. solution, the final volume was adjusted to 200 mL). The reaction was carried out at 20 °C until the solution took on a deep red color and green solids precipitated. The suspension was continued to be stirred for 30 min. After confirming that the reaction was complete by thin layer chromatography (TLC, the unfolding agent was a chloroform solution of 10% methanol), isopropanol (100 ml) was added drop by drop to quench the reaction and the green color lasted for 10 minutes. The reaction mixture was filtered through a bed of diatomaceous earth and the solid was washed with fresh acetone (100 mL, twice). The filtrate was concentrated under vacuum and the residue was adjusted to pH 8 by addition of saturated aqueous sodium bicarbonate (600 ml).The resulting mixture was extracted with ethyl acetate (400 ml) to separate the organic and aqueous layers. The aqueous layer was adjusted to pH 2 with aqueous 6N hydrochloric acid (125 ml) and then extracted with ethyl acetate (500 ml x 2). The organic layers were combined, dried with sodium sulfate, and the solvent evaporated to give 67 g of (R)-1-benzyloxycarbonyl-pyrrolidine-3-carboxylic acid (X) as an oily syrup in 79% yield. The product was analyzed by nuclear magnetic resonance (NMR, CDCl3) and mass spectrometry (MS) to confirm: NMR (CDCl3): δ 9.25 (br s, 1H), 7.25-7.35 (m, 5H), 5.13 (s, 2H), 3.62-3.71 (m, 2H), 3.52-3.54 (m, 1H), 3.43-3.49 (m, 1H). 3.07-3.10 (m, 1H), 2.09-2.18 (m, 2H). Mass spectrum (M-1): 248.1 for C14H15NO4.

References

[1] Journal of Organic Chemistry, 1997, vol. 62, # 15, p. 5215 - 5218
[2] Patent: WO2014/135932, 2014, A1. Location in patent: Page/Page column 12; 13

1,3-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)easter, (R) Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1,3-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)easter, (R) manufacturers

Career Henan Chemical Co
Product
N-Cbz-R-3-Pyrrolidinecarboxylic acid 192214-06-5
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2020-01-09

192214-06-5, 1,3-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)easter, (R)Related Search:


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  • 192214-06-5
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