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461350

Sigma-Aldrich

1-Boc-4-piperidone

98%

Synonym(s):

N-Boc-4-piperidone, tert-Butyl 4-oxo-1-piperidinecarboxylate

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About This Item

Empirical Formula (Hill Notation):
C10H17NO3
CAS Number:
79099-07-3
Molecular Weight:
199.25
Beilstein/REAXYS Number:
3650236
MDL number:
MFCD00151800
UNSPSC Code:
12352100
PubChem Substance ID:
24869846
NACRES:
NA.22

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Quality Level

100

assay

98%

mp

73-77 °C (lit.)

functional group

ketone

SMILES string

CC(C)(C)OC(=O)N1CCC(=O)CC1

InChI

1S/C10H17NO3/c1-10(2,3)14-9(13)11-6-4-8(12)5-7-11/h4-7H2,1-3H3

InChI key

ROUYFJUVMYHXFJ-UHFFFAOYSA-N

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General description

1-Boc-4-piperidone is used as a precursor in the synthesis of synthetic drugs and as a building block for the preparation of selective ligands. [1][2]

Application

1-Boc-4-piperidone, a pharma building block,[3][4][5][6] may be used in the synthesis of (3E,5E)-3,5-bis(2,5-dimethoxybenzylidene)-1-t-butoxycarbonylpiperidin-4-one (RL197).[7] It may also be used in the synthesis of spirorifamycins containing a piperidine ring structure.[8]

Disclaimer

Avoid metal contact.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBC2313
BCBC1299
BCBC2313V
BCBC1299V
BCBB2246V

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In Ho Kim et al.
Bioorganic & medicinal chemistry letters, 17(5), 1181-1184 (2006-12-27)
A novel series of spirorifamycins was synthesized and their antibacterial activity evaluated both in vitro and in vivo. This new series of rifamycins shows excellent activity against Staphylococcus aureus that is equivalent to rifabutin. However, some compounds of the series
Gebhard Thoma et al.
Journal of medicinal chemistry, 47(8), 1939-1955 (2004-04-02)
The chemokine receptor CCR5 plays an important role in inflammatory and autoimmune disorders as well as in transplant rejection by affecting the trafficking of effector T cells and monocytes to diseased tissues. Antagonists of CCR5 are believed to be of
Marlon Cowart et al.
Journal of medicinal chemistry, 47(15), 3853-3864 (2004-07-09)
A new class of agents with potential utility for the treatment of erectile dysfunction has been discovered, guided by the hypothesis that selective D4 agonists are erectogenic but devoid of the side effects typically associated with dopaminergic agents. The lead
Design, synthesis, and structure--activity relationships of novel spiro-piperidines as acetyl-CoA carboxylase inhibitors
Kamata, Makoto and Yamashita
Bioorganic & Medicinal Chemistry Letters, 22, 3643-3647 (2012)
John W Clader et al.
Bioorganic & medicinal chemistry, 12(2), 319-326 (2004-01-16)
Anthranilamide analogues such as 23 are potent and highly selective muscarinic M2 antagonists that also show good oral bioavailability and in vivo activity.
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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