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(S)-3-(Boc-amino)pyrrolidine

Product Name
(S)-3-(Boc-amino)pyrrolidine
CAS No.
122536-76-9
Chemical Name
(S)-3-(Boc-amino)pyrrolidine
Synonyms
EOS-61908;(S)-3-tert-butylamine;BOC-(3S)-(-)-(3)APYROLIDI;(S)-3-(BOC-AMINO)PYRROLIDINE;(S)-3-(Boc-amino)pyrrolid...;(S)-3-(TBOC-AMINO)PYRROLIDINE;(S)-3-N-BOC-AMINO PYRROLIDINE;S-3-BOC-AMINO PYRROLIDINE-HCl;BOC-(3S)-(-)-3-AMINOPYRROLIDINE;(S)-(-)-3-(BOC-AMINO)PYRROLIDINE
CBNumber
CB9211980
Molecular Formula
C9H18N2O2
Formula Weight
186.25
MOL File
122536-76-9.mol
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(S)-3-(Boc-amino)pyrrolidine Property

Melting point:
50 °C
Boiling point:
112°C/0.25mm
Density 
1.04±0.1 g/cm3(Predicted)
refractive index 
-20 ° (C=1, EtOH)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
12.37±0.20(Predicted)
form 
Powder
color 
White to off-white
optical activity
[α]/D -21.5±2.0°, c = 1 in ethanol
Water Solubility 
Soluble in water.
Sensitive 
Air Sensitive
BRN 
5377813
InChI
InChI=1S/C9H18N2O2/c1-9(2,3)13-8(12)11-7-4-5-10-6-7/h7,10H,4-6H2,1-3H3,(H,11,12)/t7-/m0/s1
InChIKey
DQQJBEAXSOOCPG-ZETCQYMHSA-N
SMILES
C(OC(C)(C)C)(=O)N[C@H]1CCNC1
CAS DataBase Reference
122536-76-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,C
Risk Statements 
36/37/38
Safety Statements 
26
RIDADR 
3259
WGK Germany 
3
F 
10-23
HazardClass 
8
PackingGroup 
III
HS Code 
29339900
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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

Sigma-Aldrich
Product number
52927
Product name
(S)-3-(Boc-amino)pyrrolidine
Purity
≥98.0% (TLC)
Packaging
1g
Price
$161
Updated
2023/06/20
Sigma-Aldrich
Product number
52927
Product name
(S)-3-(Boc-amino)pyrrolidine
Purity
≥98.0% (TLC)
Packaging
5G
Price
$765
Updated
2023/06/20
TCI Chemical
Product number
A1172
Product name
(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$105
Updated
2025/07/31
TCI Chemical
Product number
A1172
Product name
(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$430
Updated
2025/07/31
TRC
Product number
B621230
Product name
(S)-3-(Boc-amino)pyrrolidine
Packaging
100mg
Price
$75
Updated
2021/12/16
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(S)-3-(Boc-amino)pyrrolidine Chemical Properties,Usage,Production

Chemical Properties

White crystalline powder

Uses

(S)-3-(Boc-amino)pyrrolidine can be used as a building block to prepare:

  • 2,4,6-trisubstitued pyrido[3,4-d]pyrimidine derivatives as potent inhibitors against EGFR tyrosine kinase.
  • Aminopyrrolidine scaffolds for asymmetric Morita?Baylis-Hillman reaction.
  • N-benzyl-3-sulfonamidopyrrolidines as potent bacterial cell division inhibitors.

Synthesis

131852-53-4

122536-76-9

1. In a 500 mL four-necked flask fitted with a stirrer, thermometer, Dimroth condenser and titration funnel, 17.6 g (0.1 mol, optical purity 99.5% ee) of (S)-3-amino-1-benzylpyrrolidine was added. Subsequently, 158.7 g of water and 0.2 g of cationic DS (produced by Sanyo Chemical Industries, Ltd.) were added and the pH of the mixture was adjusted to 11 ± 0.5 using 48% aqueous sodium hydroxide solution. 2. The mixture was stirred at 50 to 60 °C while 26.2 g (0.12 mol) of di-tert-butyl dicarbonate (DiBoc) was added dropwise for about 2 hours. During the dropwise addition, the pH of the reaction solution was maintained at 11 ± 0.5 using 48% aqueous sodium hydroxide. 3. After completion of the dropwise addition, stirring was continued for 1 hour, after which the reaction solution was cooled to room temperature and the precipitated crystals were separated by filtration. 4. The resulting crystals were dried under vacuum at 50 °C to afford 26.0 g of (S)-1 -benzyl-3-tert-butoxycarbonylaminopyrrolidine in 94.1% yield, 99.1% chemical purity and 99.5% optical purity ee. 5. Using the same apparatus as in Step 1 , 26.0 g (optical purity 99.5% ee) of (S)-1 -benzyl-3-tert-butoxycarbonylaminopyrrolidine, 120 g of water, and 2.6 g of 5% Pd/C (PE-type, 55.27% water content, manufactured by NE Chemcat Corp.) were added. The reaction was stirred at 40°C reaction temperature for 10 hours under hydrogen atmosphere. 6. After confirming the completion of the reaction by GC analysis, the Pd/C was removed by filtration and the filtrate was concentrated to 30 g using an evaporator. 7. The concentrated product was mixed with toluene and concentrated again to 20 g to remove water by azeotropy. 8. 25 g of hexane was slowly added to the concentrated solution with stirring to precipitate crystals, followed by continued stirring in an ice bath for 2 hours. 9. The precipitated crystals were separated by filtration and dried under vacuum to afford 15.4 g of (S)-3-tert-butoxycarbonylaminopyrrolidine in 87.4% yield, 99.5% chemical purity, 99.5% optical purity ee, and 0.4% water content.

References

[1] Tetrahedron Asymmetry, 2010, vol. 21, # 11-12, p. 1511 - 1521
[2] Patent: EP1640364, 2006, A1. Location in patent: Page/Page column 10-11

(S)-3-(Boc-amino)pyrrolidine Preparation Products And Raw materials

Raw materials

Ammonium hydroxide L-Aspartic acid Calcium chloride Di-tert-butyl dicarbonate Sodium borohydride Triethylamine Methanesulfonyl chloride Methanol

Preparation Products

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(S)-3-(Boc-amino)pyrrolidine Suppliers

Americas 1 Canada 1 China 227 Europe 4 France 2 Germany 7 India 7 Japan 5 South Korea 1 Switzerland 1 The Netherlands 1 United Kingdom 18 United States 52 Global 327
Sichuan Argalbio Technology Co,.Ltd
Tel
028-028-60651388 13330964498
Email
slyu@hengkangtech.com
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China
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Chengdu Firster Pharmaceutical Co., Ltd.
Tel
028-87078428 028-87074958
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8772-8116
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chengzhenyong@cdfirster.com
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China
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Chengdu Aminotp Pharmaceutical Technology Co.,Ltd.
Tel
028-85755578 18140172005
Fax
028-85755578
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sales@aminotp.com
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China
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J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
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jkinfo@jkchemical.com
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China
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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4006356688 18621169109
Fax
86-21-61259102
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market03@meryer.com
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China
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INTATRADE GmbH
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+49 3493/605464
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+49 3493/605470
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sales@intatrade.de
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Germany
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3572
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Alfa Aesar
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400-6106006
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021-67582001/03/05
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saleschina@alfa-asia.com
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China
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30123
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TCI (Shanghai) Development Co., Ltd.
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021-67121386
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021-67121385
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Sales-CN@TCIchemicals.com
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China
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24529
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Energy Chemical
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021-021-58432009 400-005-6266
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021-58436166
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sales8178@energy-chemical.com
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China
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Wuhan Chemwish Technology Co., Ltd
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86-027-67849912
Fax
86-027-87531808
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sales@chemwish.com
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China
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View Lastest Price from (S)-3-(Boc-amino)pyrrolidine manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd
Product
(S)-tert-Butyl pyrrolidin-3-ylcarbamate 122536-76-9
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
Customise
Release date
2025-10-28
Career Henan Chemical Co
Product
(S)-3-(Boc-amino)pyrrolidine 122536-76-9
Price
US $7.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-24
Career Henan Chemical Co
Product
(S)-3-(Boc-amino)pyrrolidine 122536-76-9
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2018-12-24

122536-76-9, (S)-3-(Boc-amino)pyrrolidineRelated Search:

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