ChemicalBook > CAS DataBase List > (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID

(2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID

Product Name
(2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID
CAS No.
147266-79-3
Chemical Name
(2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID
Synonyms
(4S)-Boc-4-phenoxy-L-Proline;(2S,4S)-Boc-4-phenoxy-Pro-OH;(4S)-N-Boc-4-phenoxy-L-proline;(2S,4S)-BOC-4-PHENOXY-PYRROLIDINE-2-CARBOXYLIC ACID;(2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXYPYRROLIDINE-2-CARBOXYLIC ACID;(2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID;1,2-Pyrrolidinedicarboxylic acid, 4-phenoxy-, 1-(1,1-dimethylethyl) ester, (2S,4S)-
CBNumber
CB5750553
Molecular Formula
C16H21NO5
Formula Weight
307.34
MOL File
147266-79-3.mol
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(2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID Property

Boiling point:
455.8±45.0 °C(Predicted)
Density 
1.235±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
3.66±0.40(Predicted)
Appearance
White to off-white Solid
optical activity
-11.2°(C=0.01g/mL, ETOH, 20°C, 589nm)
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Safety

Hazard Codes 
Xi
HazardClass 
IRRITANT
HS Code 
29339900
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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

AK Scientific
Product number
4500AD
Product name
(2S,4S)-1-(tert-Butoxycarbonyl)-4-phenoxy-2-pyrrolidinecarboxylicacid
Packaging
250mg
Price
$131
Updated
2021/12/16
Iris Biotech GmbH
Product number
BAA3450
Product name
Boc-L-Pro(4-OPh)-OH(2S,4S)
Packaging
1g
Price
$202.5
Updated
2021/12/16
Matrix Scientific
Product number
023520
Product name
(2S,4S)-1-(tert-Butoxycarbonyl)-4-phenoxy-2-pyrrolidinecarboxylic acid
Packaging
500mg
Price
$205
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB56815
Product name
(2S,4S)-Boc-4-phenoxy-pyrrolidine-2-carboxylic acid
Packaging
1g
Price
$241.7
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB56815
Product name
(2S,4S)-Boc-4-phenoxy-pyrrolidine-2-carboxylic acid
Packaging
2g
Price
$386.7
Updated
2021/12/16
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(2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID Chemical Properties,Usage,Production

Chemical Properties

White powder

Synthesis

93967-75-0

147266-79-3

General procedure for the synthesis of (2S,4S)-BOC-4-phenoxypyrrolidine-2-carboxylic acid from methyl (2S,4S)-1-BOC-4-phenoxypyrrolidine-2-carboxylate: Step 2: Synthesis of (2S,4S)-1-tert-butoxycarbonyl-4-phenoxy-2-pyrrolidine carboxylic acid Methyl (2S,4S)-1-tert-butoxycarbonyl-4-phenoxy-2-pyrrolidinylcarboxylate (4.31 g, 16.5 mmol) was dissolved in THF (132 ml), followed by addition of 0.25N NaOH solution (132 ml, 33.0 mmol). The reaction mixture was stirred at room temperature overnight. After completion of the reaction, the reaction mixture was concentrated under reduced pressure and the residue obtained was acidified with 1N HCl and subsequently extracted with chloroform. The organic phase was washed with saturated brine and dried over anhydrous sodium sulfate. After removing the solvent by distillation under reduced pressure, the crude product obtained was recrystallized with hexane-chloroform mixed solvent to give (2S,4S)-BOC-4-phenoxypyrrolidine-2-carboxylic acid (2.96 g, 58% yield) as a final white crystalline powder. 1H-NMR (DMSO-d6) δ: 1.36 (s, 9H), 2.16 (d, J = 13.2 Hz, 1H), 2.56 (m, 1H), 3.46 (m, 1H), 3.71 (dt, J = 12.0, 5.4 Hz, 1H), 4.26 (dt, J = 9.5, 7.1 Hz, 1H), 4.99 (m, 1H). 6.85 (m, 2H), 6.94 (t, J = 7.3 Hz, 1H), 7.28 (t, J = 7.3 Hz, 2H).

References

[1] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 8, p. 2725 - 2746
[2] Patent: EP1346982, 2003, A1

(2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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(2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID Suppliers

J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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86-10-82849933
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jkinfo@jkchemical.com
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China
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Chemsky(shanghai)International Co.,Ltd.
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021-50135380
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shchemsky@sina.com
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China
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Shanghai Sunway Pharmaceutical Technology Co., Ltd
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18270980682
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021 51613951
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mlcheng@sunwaypharm.cn
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Amatek Scientific Co. Ltd.
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Bide Pharmatech Ltd.
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400-164-7117 13681763483
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+86-21-61629029
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product02@bidepharm.com
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China
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Wuxi Zhongkun Biochemical Technology Co., Ltd.
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sales@reading-chemicals.com
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China
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NINGBO INNO PHARMCHEM CO.,LTD.
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86-574-27787657
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86-574-27912196
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Amadis Chemical Company Limited
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571-89925085
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0086-571-89925065
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sales@amadischem.com
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China
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Aikon International Limited
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025-66061636 18013972705
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(3)02557626880
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qqyang@aikonchem.com
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China
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Shanghai Jizhi Biochemical Technology Co. Ltd.
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4009004166/18616739031 18616739031
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3007523370@qq.com
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China
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52687
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View Lastest Price from (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID manufacturers

Honest Joy Holdings Limited
Product
(2S,4S)-1-(tert-Butoxycarbonyl)-4-phenoxy-2-pyrrolidinecarboxylic acid 147266-79-3
Price
US $0.00/KG
Min. Order
1KG
Purity
97.7%
Supply Ability
100 tons
Release date
2022-02-08

147266-79-3, (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACIDRelated Search:


  • (4S)-N-Boc-4-phenoxy-L-proline
  • (2S,4S)-BOC-4-PHENOXY-PYRROLIDINE-2-CARBOXYLIC ACID
  • (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXY-2-PYRROLIDINECARBOXYLIC ACID
  • (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-PHENOXYPYRROLIDINE-2-CARBOXYLIC ACID
  • (2S,4S)-Boc-4-phenoxy-Pro-OH
  • 1,2-Pyrrolidinedicarboxylic acid, 4-phenoxy-, 1-(1,1-dimethylethyl) ester, (2S,4S)-
  • (4S)-Boc-4-phenoxy-L-Proline
  • 147266-79-3