ChemicalBook > CAS DataBase List > (S)-1-Cbz-pyrrolidine-3-carboxylic acid

(S)-1-Cbz-pyrrolidine-3-carboxylic acid

Product Name
(S)-1-Cbz-pyrrolidine-3-carboxylic acid
CAS No.
192214-00-9
Chemical Name
(S)-1-Cbz-pyrrolidine-3-carboxylic acid
Synonyms
N-Cbz-S-3-Pyrrolidinecarboxylic acid;(S)-1-Cbz-3-pyrrolidinecarboxylic acid;(S)-1-Cbz-pyrrolidine-3-carboxylic acid;(S)-1-N-Cbz-Pyrrolidine-3-carboxylic acid;(S)-1-Cbz-pyrrolidine-3-carboxylic acid - [P12341];(3S)-1-benzyloxycarbonylpyrrolidine-3-carboxylic acid;1,3-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl) ester, (3S)-
CBNumber
CB91500982
Molecular Formula
C13H15NO4
Formula Weight
249.26
MOL File
192214-00-9.mol
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(S)-1-Cbz-pyrrolidine-3-carboxylic acid Property

Melting point:
96-98 °C
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
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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

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.

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N-Bromosuccinimide Price

TRC
Product number
C227645
Product name
(S)-1-Cbz-pyrrolidine-3-carboxylicacid
Packaging
50mg
Price
$55
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC150808
Product name
(S)-1-Cbz-pyrrolidine-3-carboxylicacid
Packaging
250mg
Price
$135
Updated
2021/12/16
Activate Scientific
Product number
AS38518
Product name
(S)-1-cbz-Pyrrolidine-3-carboxylic acid
Purity
97% ee
Packaging
1g
Price
$155
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC150808
Product name
(S)-1-Cbz-pyrrolidine-3-carboxylicacid
Packaging
1g
Price
$410
Updated
2021/12/16
ChemScene
Product number
CS-W008576
Product name
(S)-1-Cbz-pyrrolidine-3-carboxylicacid
Purity
99.01%
Packaging
10g
Price
$444
Updated
2021/12/16
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(S)-1-Cbz-pyrrolidine-3-carboxylic acid Chemical Properties,Usage,Production

Synthesis

501-53-1

193693-69-5

192214-00-9

Step 1: To a 100 mL round bottom flask was added (S)-1-Cbz-3-pyrrolidinecarbonitrile (2 g, 8.7 mmol) and concentrated hydrochloric acid (20 mL). The mixture was refluxed for 4.5 h before the solvent was removed by vacuum distillation and dried overnight using an oil pump. The crude product was dissolved in a solvent mixture of acetone (20 mL) and deionized water (20 mL). After cooling to 0 °C, sodium carbonate (2.8 g, 26 mmol) was added, followed by slow dropwise addition of benzyl chloroformate (5.5 mL, 9.6 mmol). The reaction mixture was allowed to warm up gradually to room temperature. After 7 hours of reaction, the solvent was removed by vacuum distillation. Deionized water (8 mL) was added and extracted twice with a solvent mixture of hexane:EtOAc = 1:1. The aqueous layer was acidified to pH 2 by the addition of concentrated hydrochloric acid and 0.5 M potassium bisulfate.Subsequently, the aqueous layer was extracted with ethyl acetate (four times), and the organic phase was dried over sodium sulfate and concentrated by vacuum to afford (S)-1-CBZ-3-carboxypyrrolidine (1.46 g, 67% yield), which was used directly in the next step.1H NMR (CDCl3, 400 MHz): δ 7.38-7.29 (m, 5H), 5.14 (d, J = 2.8 Hz, 2H), 3.72-3.43 (m, 4H), 3.17-3.09 (m, 1H), 2.21-2.14 (m, 2H).

References

[1] Patent: WO2011/160020, 2011, A2. Location in patent: Page/Page column 62

(S)-1-Cbz-pyrrolidine-3-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (S)-1-Cbz-pyrrolidine-3-carboxylic acid manufacturers

Career Henan Chemical Co
Product
(S)-1-Cbz-pyrrolidine-3-carboxylic acid 192214-00-9
Price
US $1.00/KG
Min. Order
1g
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-10

192214-00-9, (S)-1-Cbz-pyrrolidine-3-carboxylic acidRelated Search:


  • (S)-1-Cbz-pyrrolidine-3-carboxylic acid
  • (S)-1-N-Cbz-Pyrrolidine-3-carboxylic acid
  • 1,3-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl) ester, (3S)-
  • (S)-1-Cbz-3-pyrrolidinecarboxylic acid
  • N-Cbz-S-3-Pyrrolidinecarboxylic acid
  • (3S)-1-benzyloxycarbonylpyrrolidine-3-carboxylic acid
  • (S)-1-Cbz-pyrrolidine-3-carboxylic acid - [P12341]
  • 192214-00-9
  • pharmacetical