ChemicalBook > CAS DataBase List > (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester

(3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester

Product Name
(3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester
CAS No.
1428243-26-8
Chemical Name
(3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester
Synonyms
(3R,4S)-benzyl 3-(2-bromoacetyl)-4-ethylpyrrolidine-1-carboxylate;Upadacitinib intermediate;1-Pyrrolidinecarboxylic acid, 3-(2-bromoacetyl)-4-ethyl-, phenylmethyl ester, (3R,4S)-;Benzyl (3R,4S)-3-(2-bromoacetyl)-4-ethylpyrrolidine-1-carboxylate;Upatinib intermediate;intermediate of abt594;Upadacitinib Impurity 14;Upadacitinib intermediate5;Upadacitinib Intermediate1;Upadacitinib′ S Intermediates
CBNumber
CB93311984
Molecular Formula
C16H20BrNO3
Formula Weight
354.24
MOL File
1428243-26-8.mol
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(3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester Property

Boiling point:
453.1±45.0 °C(Predicted)
Density 
1.361±0.06 g/cm3(Predicted)
pka
-2.91±0.60(Predicted)
InChI
InChI=1S/C16H20BrNO3/c1-2-13-9-18(10-14(13)15(19)8-17)16(20)21-11-12-6-4-3-5-7-12/h3-7,13-14H,2,8-11H2,1H3/t13-,14+/m1/s1
InChIKey
QEFUCTKHMXMWRF-KGLIPLIRSA-N
SMILES
N1(C(OCC2=CC=CC=C2)=O)C[C@@H](CC)[C@@H](C(CBr)=O)C1
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific
Product number
6410EA
Product name
CID86678506
Packaging
100mg
Price
$212
Updated
2021/12/16
Chemenu
Product number
CM328300
Product name
benzyl(3R,4S)-3-(2-bromoacetyl)-4-ethylpyrrolidine-1-carboxylate
Purity
95%+
Packaging
10g
Price
$957
Updated
2021/12/16
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(3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester Chemical Properties,Usage,Production

Uses

(3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester is a reagent in the preparation of imidazopyrrolopyrazine derivatives and analogs for use as protein kinase modulators.

Preparation

Dimethylsulfoxonium 2-((3R,4S)-1-benzyloxycarbonyl-4-ethylpyrrolidin-3-yl)-2-oxo-ethylide (10.0 g, 28.5 mmol, 1.0 equivalents), THF (100 mL), and 33% HBr in AcOH (8.37 g, 34.1 mmol, 1.2 equivalents) were charged sequentially and heated to 40° C. The reaction mixture was agitated for 5 hours, cooled to 20° C, and then distilled under vacuum to approximately 65 mL. EtOAc (20 mL) and heptane (50 mL) were charged, and the reaction mixture was washed with water (5×50 mL). The organic layer was concentrated under vacuum and chased with EtOAc (2×50 mL) concentrating to dryness each time. N,N-dimethylacetamide (20 mL) was then charged to provide 30.8 g of a 24.0 wt/wt % solution of (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester (yield: 73%). 

(3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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(3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester Suppliers

Heading (Nanjing)Pharmtechnologies Co., Ltd.
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025-58467899-832 13382406280
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China
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Anhui Nature Pharmaceutical Co., Ltd.
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View Lastest Price from (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester manufacturers

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
Product
Upadacitinib′ S Intermediates 1428243-26-8
Price
US $0.00/g
Min. Order
1g
Purity
More Than 99%
Supply Ability
100kg/Month
Release date
2024-09-05
ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Upadacitinib Impurity 14 1428243-26-8
Price
US $0.00/mg
Min. Order
10mg
Purity
0.98
Supply Ability
10g
Release date
2024-03-29
ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Upadacitinib Impurity 14 1428243-26-8
Price
US $0.00/mg
Min. Order
10mg
Purity
0.98
Supply Ability
10g
Release date
2024-04-01

1428243-26-8, (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl esterRelated Search:


  • intermediate of abt594
  • (3R,4S)-benzyl 3-(2-bromoacetyl)-4-ethylpyrrolidine-1-carboxylate
  • Benzyl (3R,4S)-3-(2-bromoacetyl)-4-ethylpyrrolidine-1-carboxylate
  • Upadacitinib intermediate5
  • 1-Pyrrolidinecarboxylic acid, 3-(2-bromoacetyl)-4-ethyl-, phenylmethyl ester, (3R,4S)-
  • Upadacitinib intermediate
  • (3R,4S)-3-(2-Bromoacetyl)-4-ethylpyrrolidine-1-carboxylate
  • (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic ac...
  • (3R,4S)-3-(2-bromoacetyl)-4-ethyl-1-Pyrrolidinecarbox
  • Upadacitinib Intermediate1
  • <font color='#ff0000'>1428243-26-8</font>
  • Upatinib intermediate
  • R,4S)-3-(2-Bromoacetyl)-4-Ethyl-1-Pyrrolidinecarboxylic Acid Phenylmethyl Ester
  • (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethy! ester
  • (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl este
  • Upadacitinib Impurity 14
  • Upadacitinib′ S Intermediates
  • (3R, 4S) -3- (2-bromoacetyl) -4-ethyl-1-pyrrolidinecarboxylic acid benzyl ester
  • 1428243-26-8