1215210-04-0

Basic information

• Product Name: 4-aMino-3-Pyrrolidinol hydrochloride
• Synonyms: 4-aMino-3-Pyrrolidinol hydrochloride
• CAS NO: 1215210-04-0
• Molecular Formula: C4H11ClN2O
• Molecular Weight: 138.59594
• Mol File: 1215210-04-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-aMino-3-Pyrrolidinol hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-aMino-3-Pyrrolidinol hydrochloride(1215210-04-0)
• EPA Substance Registry System: 4-aMino-3-Pyrrolidinol hydrochloride(1215210-04-0)

Safety Data

• Hazardous Substances Data: 1215210-04-0(Hazardous Substances Data)

Upstream product

• 143656-81-9 benzyl 3-(benzyloxycarbonylamino)-4-hydroxypyrrolidine-1-carboxylate 
• 1174020-29-1 cis-3-amino-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 190141-99-2 [trans-]-3-amino-4-hydroxy-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester 
• 708273-49-8 (3S,4S)-3-amino-1-benzyloxycarbonyl-4-hydroxypyrrolidine 
• 190792-74-6 (3S,4S)-4-amino-1-N-tert-butyloxycarbonyl-3-hydroxypyrrolidine 
• 757967-88-7 (3R,4S)-3-hydroxy-4-aminopyrrolidine 
• 220812-13-5 (3S,4S)-4-Amino-3-hydroxy-pyrrolidin-2-one 

Relevant articles and documents

Deoxyiminoalditols from aldonic acids VI. Preparation of the four stereoisomeric 4-amino-3-hydroxypyrrolidines from bromodeoxytetronic acids. Discovery of a new α-mannosidase inhibitor

A convenient four step synthesis of 4-amino-3-hydroxypyrrolidines is presented. From the readily available D- and L-tetronic acids the four possible stereoisomeric 4-amino-3-hydroxypyrrolidines 14 (3R,4R), 15 (3R,4S), ent-14 (3S,4S) and ent-15 (3S,4R) could be obtained as crystalline compounds, avoiding any chromatographic purification. The key step in the reactions was the regioselective formation of either the 2,4-diamino-2,4-di-deoxy-D- threono-D-1,4-lactam (5) or the 3,4-diamino-3,4-dideoxy-L-erythrono-1,4- lactam (10) by treatment of the methyl 4-bromo-4-deoxy-2,3-cis- or -2,3- trans-anhydrotetronates (3 or 9), respectively, with liquid ammonia. Thus, opposite regioselectivity for the opening of the c/s-configurated epoxide 3 (4:1, C-2/c-3) and the trans-configurated epoxide 9 (3:7, C-2/c-3) by ammonia was observed. Preliminary testing as glycosidase inhibitors of the 4-amino- 3-hydroxypyrrolidines formed by reduction of the lactams showed an inhibition of α-mannosidase (K1 40 μM) by isomer 14, (3R,4R)-4-amino-3- hydroxypyrrolidine.

BENZAMIDE DERIVATIVES FOR INHIBITING THE ACTIVITY OF ABL1, ABL2 AND BCR-ABL1

The present invention relates to compounds of formula (I): in which Y, Y, R, R 2, R 3 and R 4 are defined in the Summary of the Invention; capable of inhibiting the activity of BCR-ABL1 and mutants thereof. The invention further provides a process for the preparation of compounds of the invention, pharmaceutical preparations comprising such compounds and methods of using such compounds in the treatment of cancers.

Chemoenzymatic synthesis of orthogonally protected (3R,4R)- and (3S,4S)-trans-3-amino-4-hydroxypyrrolidines

Several orthogonally protected racemic trans-3-amino-4-hydroxypyrrolidines have been easily prepared from N-Cbz-3,4-epoxypyrrolidine. Resolution of each racemic compound was accomplished by means of lipase-catalyzed aminolysis, transesterification or hydr

IMPROVED AMINOHYDROXYLATION OF ALKENES

The invention relates to a process for the aminohydroxylation of alkenes using N-oxycarbamate reagents, e.g. N-acyloxycarbamate, N-alkyloxycarbonyloxycarbamate and N-aralkoxycarbonyloxycarbamate reagents. The invention particularly relates to an intermolecular aminohydroxylation reaction that can be carried out in the absence of added base. The invention also relates to novel N-oxycarbamate reagents that are stable crystalline materials. The process of the invention is useful in the synthesis of compounds having a vicinal amino alcohol moiety, such as biologically active compounds.

Alkyl 4-chlorobenzoyloxycarbamates as highly effective nitrogen source reagents for the base-free, intermolecular aminohydroxylation reaction

Ethyl-(7), benzyl-(8), tert-butyl-(9), and fluorenylmethyl-4- chlorobenzoyloxycarbamates (10) have been prepared as storable and easy-to-prepare nitrogen sources for use in the intermolecular Sharpless aminohydroxylation reaction and its asymmetric variant. These reagents were found to be effective under base-free reaction conditions. The scope and limitations of these methods have been explored using a variety of alkenes, among which, trans-cinnamates, in particular, proved to be good substrates.

THIENO-PYRIDINE DERIVATIVES AS MEK INHIBITORS

A series of thieno[2,3-6]pyridine derivatives, attached at the 2-position to a substituted anilino moiety, which are substituted in the 3-position by a carbonyl group linked to a pyrrolidin-1-yl ring which in turn forms part of a heteroatom-containing fus