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(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;1428243-26-8
CBNumber:
CB93311984
Molecular Formula:
C16H20BrNO3
Molecular Weight:
354.24
MDL Number:
MFCD30802183
MOL File:
1428243-26-8.mol
Last updated:2024-04-01 18:08:31

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

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

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

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
AK Scientific 6410EA CID86678506 1428243-26-8 100mg $212 2021-12-16 Buy
Chemenu CM328300 benzyl(3R,4S)-3-(2-bromoacetyl)-4-ethylpyrrolidine-1-carboxylate 95%+ 1428243-26-8 10g $957 2021-12-16 Buy
Product number Packaging Price Buy
6410EA 100mg $212 Buy
CM328300 10g $957 Buy

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

1428243-25-7
18107-18-1
1428243-26-8
Synthesis of (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester from (3R,4S)-1-[(benzyloxy)carbonyl]-4-ethylpyrrolidine-3-carboxylic acid and (TRIMETHYLSILYL)DIAZOMETHANE

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

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View Lastest Price from (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Upadacitinib Impurity 14 pictures 2024-04-02 Upadacitinib Impurity 14
1428243-26-8
US $0.00 / mg 10mg 0.98 10g ShenZhen H&D Pharmaceutical Technology Co., LTD
Upadacitinib Impurity 14 pictures 2024-03-29 Upadacitinib Impurity 14
1428243-26-8
US $0.00 / mg 10mg 0.98 10g ShenZhen H&D Pharmaceutical Technology Co., LTD
(3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester pictures 2023-11-01 (3R,4S)-3-(2-Bromoacetyl)-4-ethyl-1-pyrrolidinecarboxylic acid phenylmethyl ester
1428243-26-8
US $0.00 / kg 1kg 99% 200kg Hangzhou ICH Biofarm Co., Ltd
intermediate of abt594 Upadacitinib intermediate5 (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 (3R,4S)-benzyl 3-(2-bromoacetyl)-4-ethylpyrrolidine-1-carboxylate Benzyl (3R,4S)-3-(2-bromoacetyl)-4-ethylpyrrolidine-1-carboxylate 1-Pyrrolidinecarboxylic acid, 3-(2-bromoacetyl)-4-ethyl-, phenylmethyl ester, (3R,4S)- Upadacitinib intermediate 1428243-26-8 Upadacitinib Impurity 14 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 1428243-26-8