95656-88-5

Basic information

• Product Name: 3-HYDROXY-1-N-CBZ-PYRROLIDINE
• Synonyms: 1-Pyrrolidinecarboxylic acid, 3-hydroxy-, phenylMethyl ester;3-HYDROXY-1-N-CBZ-PYRROLIDINE;BENZYL 3-HYDROXYPYRROLIDINE-1-CARBOXYLATE;3-HYDROXY-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER;N-CBZ-3-HYDROXYPYRROLIDINE ;N-Cbz-3-pyrrolidinol;1-Cbz-3-hydroxypyrrolidine;3-HYDROXY-1-N-CBZ-PY
• CAS NO: 95656-88-5
• Molecular Formula: C₁₂H₁₅NO₃
• Molecular Weight: 221.25
• Product Categories: Alcohols and Derivatives
• Mol File: 95656-88-5.mol
• Article Data: 39

Chemical Properties

• Boiling Point: 370.7 °C at 760 mmHg
• Flash Point: 178 °C
• Appearance: /
• Density: 1.263 g/cm³
• Vapor Pressure: 3.75E-06mmHg at 25°C
• Refractive Index: 1.589
• Storage Temp.: 2-8°C
• PKA: 14.72±0.20(Predicted)
• CAS DataBase Reference: 3-HYDROXY-1-N-CBZ-PYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXY-1-N-CBZ-PYRROLIDINE(95656-88-5)
• EPA Substance Registry System: 3-HYDROXY-1-N-CBZ-PYRROLIDINE(95656-88-5)

Safety Data

• Hazardous Substances Data: 95656-88-5(Hazardous Substances Data)

Usage

General Description

3-HYDROXY-1-N-CBZ-PYRROLIDINE, also known as 3-hydroxypyrrolidine-1-carboxylic acid benzyl ester, is a chemical compound featuring a pyrrolidine ring structure with a hydroxy group and a carboxylic acid benzyl ester. It is commonly used as a reagent in organic synthesis and as an intermediate for the production of pharmaceuticals and agrochemicals. 3-HYDROXY-1-N-CBZ-PYRROLIDINE is known for its potential as a chiral building block in the synthesis of various chemical compounds due to its unique structure and functional groups. It is important to handle 3-HYDROXY-1-N-CBZ-PYRROLIDINE with care, as it may pose health and safety risks if mishandled or improperly used.

InChI:InChI=1/C12H15NO3/c14-11-6-7-13(8-11)12(15)16-9-10-4-2-1-3-5-10/h1-5,11,14H,6-9H2

Upstream product

• 40499-83-0 pyrrolidin-3-ol 
• 620-73-5 phenyl chloroacetate 
• 501-53-1 benzyl chloroformate 
• 197891-66-0 4-benzyloxycarbamate-butyraldehyde diethyl acetal 
• 130312-02-6 benzyl 3-oxopyrrolidine-1-carboxylate 
• 98-88-4 benzoyl chloride 
• 31139-36-3 dibenzyl dicarbonate 
• 111810-68-5 3-hydroxypyrrolidine hydrochloride 
• 1885-14-9 phenyl chloroformate 
• 104706-47-0 (R)-3-hydroxypyrrolidine hydrochloride 
• 91958-67-7 (R)-4-hydroxy-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid 
• 31970-04-4 1-carboxybenzyl-3-pyrrolidine 

Downstream Products

• 100858-32-0 (S)-3-hydroxy-1-pyrrolidinecarboxylic acid phenylmethyl ester 
• 147369-12-8 6-Oxo-2-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 147369-09-3 7,7-Dichloro-6-oxo-2-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 188846-98-2 benzyl 3-[[(4-methylphenyl)sulfonyl]oxy]-1-pyrrolidine carboxylate 
• 130312-02-6 benzyl 3-oxopyrrolidine-1-carboxylate 
• 138232-44-7 (R)-3-[(methylsulfonyl)oxy]-1-pyrrolidinecarboxylic acid,phenylmethyl ester 
• 174621-88-6 (S)-3-(acetyloxy)-1-pyrrolidinecarboxylic acid, phenylmethyl ester 
• 947499-08-3 benzyl 3-(tetrahydro-2H-pyran-2-yloxy)pyrrolidine-1-carboxylate 
• 169750-16-7 benzyl 3-fluoropyrrolidine-1-carboxylate 
• 31970-04-4 1-carboxybenzyl-3-pyrrolidine 
• 930299-97-1 benzyl 3-(acetylthio)pyrrolidine-1-carboxylate 
• 1035173-74-0 benzyl 3-(chlorosulfonyl)pyrrolidine-1-carboxylate 
• 25070-74-0 1-benzyloxycarbonylpyrrolidine 
• 100858-33-1 (3R)-3-hydroxy-pyrrolidine-1-carboxylic acid benzyl ester 

Relevant articles and documents

Enantioselective reduction of heterocyclic ketones with low level of asymmetry using carrots

A whole spectrum of biocatalysts for asymmetric reduction of prochiral ketones is well known including the Daucus carota root. However, this type of reaction is still challenging when pro-chiral ketones present low level of asymmetry, like heterocyclic ketones. In this work, 4,5-dihydro-3(2H)-thiophenone (1), 2-methyltetrahydrofuran-3-one (2), N-Boc-3-pyrrolidinone (3), 1-Z-3-pyrrolidinone (4) and 1-benzyl-3-pyrrolidinone (5) were studied in order to obtain the respective enantioselective heterocyclic secondary alcohols. Except for 5, the corresponding alcohols were obtained in high values of conversion and with high selectivity. In order to circumvent the low isolated yield of the corresponding chiral alcohol from 2, we observed that the use of carrots in the absence of water is feasible. Addition of co-solvents was needed to the water-insoluble ketones 3 and 4. Comparatively, baker’s yeast was used for bio reductions of 1, 3 and 4. And in terms of conversion, selectivity and work-up, the use of carrots were a more efficient biocatalyst, as well as a viable method for obtaining 5-member heterocyclic secondary alcohols.

RHO-ASSOCIATED PROTEIN KINASE INHIBITOR, PHARMACEUTICAL COMPOSITION COMPRISING THE SAME, AS WELL AS PREPARATION METHOD AND USE THEREOF

The present invention relates to a Rho-associated protein kinase inhibitor of Formula (I), a pharmaceutical composition comprising the same, a preparation method thereof, and use thereof for the prevention or treatment of a disease mediated by the Rho-associated protein kinase (ROCK).

Stereo-complementary bioreduction of saturated N-heterocyclic ketones

The asymmetric bioreduction of several saturated N-heterocyclic ketones is demonstrated in a stereo-complementary fashion using the ketoreductases READH and ChKRED20 for the production of (S)- and (R)-alcohols, respectively. The reaction accepts substrates with a five-, six- or seven-membered ring, and exhibits excellent stereoselectivity when using 2-propanol as both the ultimate reducing agent and cosolvent, achieve >99% ee in the majority of cases for both enantiomers.