1245646-10-9

Basic information

• Product Name: tert-butyl 4-hydroxy-2-oxopiperidine-1-carboxylate
• Synonyms: tert-butyl 4-hydroxy-2-oxopiperidine-1-carboxylate;1-Boc-4-Hydroxy-2-oxopiperidine
• CAS NO: 1245646-10-9
• Molecular Formula: C10H17NO4
• Molecular Weight: 215.24628
• Mol File: 1245646-10-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: tert-butyl 4-hydroxy-2-oxopiperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-hydroxy-2-oxopiperidine-1-carboxylate(1245646-10-9)
• EPA Substance Registry System: tert-butyl 4-hydroxy-2-oxopiperidine-1-carboxylate(1245646-10-9)

Safety Data

• Hazardous Substances Data: 1245646-10-9(Hazardous Substances Data)

Usage

General Description

Tert-butyl 4-hydroxy-2-oxopiperidine-1-carboxylate is a chemical compound with the molecular formula C11H19NO4. It is a derivative of piperidine and belongs to the class of organic compounds known as esters. tert-butyl 4-hydroxy-2-oxopiperidine-1-carboxylate is commonly used as a reagent in organic synthesis for the production of pharmaceuticals and agrochemicals. It is also used in the manufacturing of various products like food additives, fragrances, and dyes. Tert-butyl 4-hydroxy-2-oxopiperidine-1-carboxylate is known for its stability and low reactivity, making it a valuable building block for the creation of complex organic molecules.

Upstream product

• 85908-96-9 2-oxopiperidine-1-carboxylic acid tert-butyl ester 
• 3303-84-2 3-(tert-butyloxycarbonylamino)propionic acid 
• 845267-78-9 tert-butyl 2,4-dioxopiperidine-1-carboxylate 

Downstream Products

• 845267-78-9 tert-butyl 2,4-dioxopiperidine-1-carboxylate 
• 128372-89-4 6-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Regio- and stereoselective hydroxylation of N-substituted piperidin-2-ones with Sphingomonas sp. HXN-200

High activity, excellent regioselectivity, and opposite enantioselectivity were achieved in the hydroxylation of N-benzyl- and N-tert-butoxycarbonylpiperidin-2-one with Sphingomonas sp. HXN-200. High yield preparations of 4-hydroxypiperidin-2-ones were demonstrated in a bioreactor and in a shaking flask by use of the frozen/thawed cells as biocatalyst. The absolute configuration for the bioproducts was established.

Regio- and stereoselective biohydroxylations with a recombinant escherichia coli expressing P450pyr monooxygenase of sphingomonas Sp. HXN-200

A recombinant Escherichia coli expressing P450pyr monooxygenase of Sphingomonas sp. HXN-200 was developed as a useful biocatalyst for regio- and stereoselective hydroxylations, with no side reaction and easy cell growth. The resting E. coli cells showed an activity of 4.1 U/g cdw and 9.9 U/g cdw for the hydroxylation of N-benzylpyrrolidin-2-one 1 and N-benzyloxycarbonylpyrrolidine 3, respectively, being as active as the wide-type strain. Biohydroxylation of N-benzylpyrrolidin-2-one 1 with the resting cells gave (S)-N-benzyl-4- hydroxypyrrolidin-2-one 2 in >99% ee and 10.8 mM, a 2.6 times increase of product concentration in comparison with the wild-type strain. Biohydroxylation of N-tert-butoxycarbonylpiperidin-2-one 5, N-benzylpiperidine 7 and N-tert-butoxycarbonylazetidine 9 with the E. coli cells afforded the corresponding 4-hydroxypiperidin-2-one 6, 4-hydroxypiperidine 8, and 3-hydroxyazetidine 10 in 14 mM, 17 mM, and 21 mM, respectively. Moreover, hydroxylation of (-)-β-pinene 11 with the recombinant E. coli cells showed excellent regio- and stereoselectivity and gave (1R)-trans-pinocarveol 12 in 82% yield and 4.1 mM, which is over 200 times higher than that obtained with the best biocatalytic system known thus far. The recombinant strain was also able to hydroxylate other types of substrates with unique selectivity: biohydroxylation of norbornane 13 gave exo-norbornaeol 14, with exo/endo selectivity of 95%; tetralin 15 and 6-methoxytetralin 17 were hydroxylated at the non-activated 2-position, for the first time, with regioselectivities of 83-84%. Copyright